33

OA?E?ANUeEEE AeA?AEAAIEE OI?AA?NEOAO

Na?/i?eiaa Ieaia Ieeiea?aia

OAeE 543.878:547.583.5:547.835:615.1

?AAEOe?EIA CAeAOI?NOUe, CAssCIE NO?OEOO?A – A?IEIA?*IA AEOEAI?NOUe OA
AEEI?ENOAIIss IIO?AeIEO -OAI?EAIO?AI?EIAI? EENEIOE OA AE?EAeEIO

02.00.03 – i?aai?/ia o?i?y

AAOI?AOA?AO

aeena?oaoe?? ia caeiaoooy iaoeiaiai nooiaiy

aeieoi?a o?i?/ieo iaoe

Oa?e?a — 1999

Aeena?oaoe??th ? ?oeiien.

?iaioa aeeiiaia a Oe?a?inuee?e oa?iaoeaaoe/i?e aeaaeai?? I?i?noa?noaa
ioi?iie caei?iay Oe?a?ie

Iaoeiaee eiinoeueoaio: aeieoi? oa?iaoeaaoe/ieo iaoe, i?ioani?

Aaeaeoeaae/ Ieaenaiae? Ieeieaeiae/

Oe?a?inueea oa?iaoeaaoe/ia aeaaeai?y,

caa?aeoaa/ eaoaae?e;

Io?oe?ei? iiiiaioe: aeieoi? o?i?/ieo iaoe, i?ioani?

Iaea?aae/ ?aai Oii?/, Aea?aeaaiee

iaoeiaee oeaio? e?ea?nueeeo cania?a

Oe?iaaea?ii?iia oa IIC Oe?a?ie,

i?ia?aeiee iaoeiaee ni?a?ia?oiee;

aeieoi? oa?iaoeaaoe/ieo iaoe, i?ioani?

Iaothi?i Aaiaae?e Iaaeiae/,

Oa?e?anueeee ?inoeooo oaeineiiaeaiiy

e?ea??a IIC Oe?a?ie, caa?aeoaa/ eaoaae?e;

aeieoi? o?i?/ieo iaoe, i?ioani?

Eiaaeaiei Na?a?e Ieeieaeiae/,

Oe?a?inueea oa?iaoeaaoe/ia aeaaeai?y,

caa?aeoaa/ aea?aeaaii? iaoeiai-aeine?aeii?

eaai?aoi??? c eiio?ieth yeino? e?ea?nueeeo cania?a.

I?ia?aeia onoaiiaa: ?inoeooo o?ceei-i?aai?/ii? o?i?? oa
aoaeao?i?? ?i. E.I.E?oaeiaiea IAI Oe?a?ie, a?aeae?e aeine?aeaeaiiy
ioeeaio?eueieo ?aaeoe?e, i. Aeiiaoeuee.

Caoeno a?aeaoaeaoueny “ 22 ” ea?oiy 1999 ?. i 14 aiaeei? ia
can?aeaii? niaoe?ae?ciaaii? a/aii? ?aaee Ae064.051.14 o Oa?e?anueeiio
aea?aeaaiiio oi?aa?neoao? I?i?noa?noaa ina?oe Oe?a?ie ca aae?anith:
310077, Oa?e?a, ie. Naiaiaee, 4.

C aeena?oaoe??th iiaeia iciaeiieoenue o a?ae?ioaoe? Oa?e?anueeiai
aea?aeaaiiai oi?aa?neoaoo ca aae?anith: 310077, Oa?e?a, iaeae. Naiaiaee,
4.

Aaoi?aoa?ao ?ic?neaiee 18 aa?aciy 1999 ?.

A/aiee nae?aoa?

ciaoe?ae?ciaaii? a/aii? ?aaee
Eia?iiaa E.I.

CAAAEUeIA OA?AEOA?ENOEEA ?IAIOE

Aeooaeuei?noue oaie aeena?oaoe??. Iio?aei? N-oai?eaio?ai?eiai? eeneioe
(-OAE) oa ae?eaeeio oe?iei canoiniaothoueny ye aenieiaoaeoeai?
e?ea?nuee? caniae. Niaeo? ?o aeei?enoaiiy o no/ani?e iaaee/i?e i?aeoeoe?
??ciiiai?oiee: aioeoeia?noeee, aioenaioeee, i?ioeiaey??ei?,
o?i?ioa?aiaaoe/i? i?aia?aoe. Oaea oe?i/?iue aeae?a oa?aiaaoe/ii? ae??
?iaeoue oeth a?oio niieoe iaae/a?iiei aeaea?aeii aeey iiooeo iiaeo
a?eueo aoaeoeaieo oa?iaeioi??a. E??i oiai aiie aeei?enoiaothoueny ye
aiae?oe/i? ?aaaaioe, ?iaeeeaoi?e ? aeo?aei? ?a/iaeie aeey neioaco
??ciiiai?oieo i?aai?/ieo niieoe.

Aaaeeeaei aniaeoii iioei?caoe?? i?ioeano noai?aiiy iiaeo e?ea?nueeeo
i?aia?ao?a o ?yaeo -OAE oa ae?eaeeio ? iiooe iiaeo aeiiii?/ii aea?aeieo
oiia ?o neioaco, ui iiaeeeai eeoa oeyoii aea/aiiy ?aaeoe?eii?
caeaoiino?, nenoaiaoe/ieo e?iaoe/ieo aeine?aeaeaiue ?aaeoe?e ?o
iaea?aeaiiy ? iaoaaie?cio, ?aeaioeo?eaoe?? iaoai?ci?a oeeo ?aaeoe?e. Ia
iaio aaaeeeaa i?iaeaia – aecia-/aiiy e?euee?nieo caeiiii??iinoae cayceo
o?i?/ia no?oeoo?a – a?ieia?/ia aeoeai?noue, ui neeaaea? oai?aoe/iee
ooiaeaiaio oa iaoiaee/io aaco iieaeo-ey?iiai aeecaeio a?eueo aoaeoeaieo
i?aia?ao?a, aeicaiey? oieeiooe oioaeueiiai oa?iaeieia?/iiai ne?ei?iao
an?o ciia neioaciaaieo /eneaiieo iio?aeieo -OAE oa ae?eaeeio.

Caycie aeena?oaoe?? c iaoeiaeie i?ia?aiaie, ieaiaie. Aeena?oaoe?y
aeeiioaaeanue a?aeiia?aeii aei eii?aeeiaoe?eii? i?ia?aie AI O?N? oa
I?iaoco O?N? ca i?iaeaiith “Oai??y o?i?/ii? aoaeiae, ?aaeoe?eia
caeaoi?noue, e?iaoeea”, ieaiaie iaoeiai-aeine?aeieo ?ia?o Oa?e?anueeiai
oa?iaoeaaoe/iiai ?inoeoooo ca i?iaeaiith “Oa?iaoe?y” Iaoeiai? ?aaee ?10
AII N?N?, Oe?a?inueei? oa?ia-oeaaoe/ii? aeaaeai?? c i?iaeaie IIC Oe?a?ie
“Oa?iaoe?y” (iiia? aea?aeaaii? ?a?no?aoe?? 01.91.0002385).

Iaoa ? caaea/? aeine?aeaeaiiy. Aieiaiith iaoith aeine?aeaeaiiy ?
noai?aiiy iaoeiai-iaa?oioiaaii? aace i?aeaeuaiiy aoaeoeaiino? iiooeo,
neioaco ? iioe?aiiy aiae?oe/iiai aeei?enoaiiy a?ieia?/ii aeoeaieo
iio?aeieo -OAE oa ae?eaeeio oeyoii aea/aiiy ?o ?aaeoe?eii? caeaoiino? oa
caeiiii??iinoae ca’yceo no?oeoo?a – oa?iaeieia?/ia aeoeai?noue.

?aae?caoe?y oe??? iaoe aeinyaaeanue iine?aeiaiei ?ica’ycaiiyi ianooiieo
caaea/:

1. Aea/eoe eeneioii-iniiai? aeanoeaino? iio?aeieo -OAE oa ae?e-aeeio,
cae?enieoe ei?aeyoe?eiee aiae?c caeaaeiino? ?Ea a?ae ?o no?oeoo?e,
aecia-/eoe /ooeea?noue ?aaeoe?eieo oeaio??a aei aieeao cai?niee?a,
i?ia?aei?noue aeayeeo i?noeiaeo a?oi.

2. Aeine?aeeoe aeaeo?e/io i?ia?aei?noue ?ic/ei?a cai?uaieo -OAE i?e
??cieo oaiia?aoo?ao aeey e?euee?niiai aea/aiiy oa?iiaeeiai?ee ?o
?ii?caoe??, nieueaaoaoe?? ?ii?a.

3. Aecia/eoe eiao?oe??ioe ?iciiae?eo cai?uaieo -OAE o nenoai?
ieoaiie-aiaea, ?ic?aooaaoe eiinoaioe e?iio?eueiino? ie?aieo iieaeoey?ieo
o?aaiaio?a.

4. Aea/eoe e?iaoeeo ?aaeoe?e eoaeiiai a?ae?ie?co -ae?aee?eai?ii-aoeeiaeo
oa iaoeeiaeo ao???a cai?uaieo -OAE, aoeeethaaiiy ?o a?ae?aceae?a oa
9-a?ae?aceiiae?eaeei?a.

5. Io?eiaoe e?euee?ni? ni?aa?aeiioaiiy no?oeoo?a – oa?iaeieia?/ia
aeoeai?noue iio?aeieo -OAE oa ae?eaeeio o?ueiia ??cieie iaoiaeaie:
aii??e/-iei aaeeoeaiei, o?i?/ii? oiiieia?? ? oai??? a?ao?a,
o?ceei-o?i?/iei, aeei?en-oiaoth/e aecia/ai? eiinoaioe ?ii?caoe??,
e?iio?eueiino?, eiao?oe??ioe ?iciiae?eo o nenoai? ieoaiie – aiaea, aeey
noai?aiiy aaeaeaaoieo iaoaiaoe/ieo iiaeaeae iieaeoey?iiai aeecaeio
aeoeaieo oa?iaeioi??a oeeo eean?a.

6. C aeei?enoaiiyi cai?uaieo ae?eaeeio, ye ?iaeeeaoi??a ? aioo??oi?o
noaiaea?o?a, ?ic?iaeoe iaoiaeeee aeeoa?aioe?eiiai aecia/aiiy
aoeaoeenae?oeeeiai? eeneioe, ?? oei?aia?ae?eaeo oa oei?iaiaeiaai?
eeneioe a oaoiieia?/ieo noi?oao; noi?o? aenieieeiey/eo ai?i?a a
i?e?iaeieo oa no?/ieo aiaeao.

Iaoeiaa iiaecia iaea?aeaieo ?acoeueoao?a. I?iaaaeaii nenoaiaoe/ia
aeine?aeaeaiiy ?aaeoe?eii? caeaoiino? ??ciiiai?oieo iio?aeieo -OAE oa
ae?eaee-io o iai?ioieo (eeneioii-iniiai? ??aiiaaae) oa iaiai?ioieo
(e?iaoeea iaiai-?ioieo ?aaeoe?e) oiiaao, e?iio?eueieo aeanoeainoae ?
caeiiii??iinoae ca’yceo no?oeoo?a–oa?iaeieia?/ia aeoeai?noue noai?th?
iaoeiai-iaoiaee/i? iniiae ni?yiiaaiiai iiooeo ? iioei?caoe?? neioaco
aenieiaoaeoeaieo a?ieia?/ii aeoeaieo ?a/iaei oeeo eean?a.

Oeyoii aeine?aeaeaiiy eeneioii — iniiaieo aeanoeainoae cai?uaieo -OAE
(>120 niieoe) aeiaaaeaii, ui ia?aaea/a aeaeo?iiieo aoaeo?a cai?niee?a
e??cue i?noeiao -a?oio oo?oaeiaia, /ooeea?noue ?aaeoe?eiiai oeaio?o aei
aieeao cai?niee?a o aio?ai?eiaiio o?aaiaio? -OAE o 2,3 ?ace aeua i?ae o
iaaio?ai?eiaiio; iieacaiee eiia?iiaaiee iaoai?ci ia?aaea/? aoaeo?a
cai?niee?a ? aeyaeaii, ui ?aaeoe?ei? eiinoaioe I ? R aeecuee?.
Iaea?aeaia ?aeeia ei?aeyoe?eia ??aiyiiy ca’yceo ?Ea c -eiinoaioaie
cai?niee?a o iaio o?aaiaioao iieaeoee, yea aeei?enoiao?oueny aeey
i?iaiicoaaiiy eeneioii-iniiaieo aeanoeainoae cai?uaieo -OAE c aenieith
iaae?ei?noth.

Oeyoii aea/aiiy aeaeo?e/ii? i?ia?aeiino? ?ic/ei?a cai?uaieo

-OAE i?e ??cieo oaiia?aoo?ao aeine?aeaeaia oa?iiaeeiai?ea ?o ?ii?caoe??
? iieacaia aiaeioa?i?/i?noue i?ioeano c ia?aaaaeath/ei aieeaii
aio?ii?eiiai oaeoi?o; aecia/ai? a?ae?iaeeiai?/i? ?aae?one ?ii?a ?
aeiaaaeaia iacia/ia nieueaaoaoe?y ai?ii?a. Aeyaeaia ?ciaio?ii?ei?noue
oe??? ?aaeoe?eii? na???.

Oeyoii aea/aiiy ?iciiae?eo 115 cai?uaieo -OAE o nenoai? ieoaiie- aiaea
aecia/ai? eiao?oe??ioe ?iciiae?eo, aeiaaaeaia ?o aaeeoeai?noue, ui
aeicaieeei ?ic?aooaaoe eiinoaioe a?ae?ioiaiino? 21 iieaeoey?iiai
o?aaiaioo. Iaea?-aeai? ia?aiao?e aeei?enoai? aeey iieaeoey?iiai aeecaeio
a?ieia?/ii aeoeaieo iio?aeieo -OAE.

Nenoaiaoe/ii aea/aia e?iaoeea ?aaeoe?? eoaeiiai a?ae?ie?co -ae?aee?eai?-
iiaoeeiaeo oa iaoeeiaeo ao???a cai?uaieo -OAE i?e ??cieo oaiia?aoo?ao,
anoaiiaeaii ?? ae?oaee ii?yaeie. Aeyaeaii c?inoaiiy eiinoaio oaeaeeino?
c ca?eueoaiiyi aeaeo?io?eueiino? aoiio aoaeaoeth ?aaeoe?eiiai oeaio?o oa
neiaaoi?noue nee? a?aeiia?aeieo eeneio, canoiniai?noue ??aiyiiy Aaiiaoa
ia eeoa aeey ia?a- ? iaoa-, aea e i?oi-cai?uaieo c iaeiaeiai iaaaeeeeie
?aaeoe?eieie eiinoaioaie, ui ciaioothoueny c c?inoaiiyi oaiia?aoo?e.
Aaaaoioaeoi?iei ei?aeyoe?eiei aiae?cii aeiaaaeaii, ui ?iaeoeoe?ei? ?
?aciiaini? eiinoaioe aeecuee? aei . Aeiaaaeaia ?cie?iaoe/i?noue ?aaeoe??
c aioaeuei?eiei oeiii eiio?ieth.

Aeine?aeaeai? eeneioii — iniiai? aeanoeaino? a?ae?aceae?a cai?uaieo
-OAE. O iaaeao i?eioeeio EAA aeiaaaeaii, ui ?aaeoe?ei? eiinoaioe I R
? iaio? ca aeey cai?uaieo ai?e?i?a /a?ac ?ciethth/ee aieea –CONH-a?oie.
Iaea?aeaia ?aeeia ??aiyiiy ca’yceo ?EAI+ c -eiinoaioaie Aaiiaoa iaio
o?aaiaio?a iieaeoee aeiaiaeeoue iaeiaeiai iaaaeeeo /ooeea?noue
?aaeoe?eiiai oeaio?o aei aieeao cai?niee?a ? aeicaiey? c aenieith
iaae?ei?noth i?iaiicoaaoe iniiai?noue oeeo a?ieia?/ii aeoeaieo niieoe.

Nenoaiaoe/ii aeine?aeaeaia e?iaoeea ?aaeoe?? aoeeethaaiiy cai?uaieo
a?ae?aceae?a -OAE oa 9-a?ae?aceiiae?eaeei?a aaici?eoei?eaeii i?e ??cieo
oaiia?aoo?ao. Aeiaaaeaii ?? ae?oaee ii?yaeie, ?ic?aoiaai? /eneaii?
e?iaoe/i? oa aeoeaaoe?ei? ia?aiao?e, ?o i?aeii?yaeeiaai?noue ??aiyiith
Aaiiaoa c iaaaeeeeie /a?ac iacia/iee ?iciiae?e ca?yae?a o ia?ao?aeiiio
noai?, ciaioaiiy c c?inoaiiyi oaiia?aoo?e, neiaaoi?noue i?ae
?aaeoe?eiith caeaoi?noth ioeeaio?eo oa eiai iniiai?noth. Iieacaii, ui
aiaethaaiiy oeeeeo i?ecaiaeeoue aei cieaeaiiy /ooeeaino? ?aaeoe?eiiai
oeaio?o. Aeyaeaia ?ciia?aiao?e/i?noue ?aaeoe?? c aioaeuei?eiei oeiii
eiio?ieth; i?aeoaa?aeaeaii ?? iaoai?ci ocaiaeaeaiiai cai?uaiiy SN2 oeio.

Aeine?aeaeai? eeneioii-iniiai? aeanoeaino? cai?uaieo 9-oei?-, 9-ai?ii-,
9-iaoeeai?ii-, 9-a?ae?aceiiae?eaeeio, 9-o?iae?eaeiio,
ae?eaeei?e-9-o?iioeoiaeo eeneio (>100 niieoe). Iieacaii, ui aiaethaaiiy
oeeeeo ca?eueoo? iniiai?noue: ye ? aaaaeaiiy o?iiii? a?oie; 9-NH2-a?oia
ca?eueoo? iniiai?noue ae?eaeeio ia 5 ii?yaee?a (?EAI+ = 5,23), a
9-NH-NH2-a?oia eeoa ia 0,22 iaeeieoe? ?EAI+ /a?ac oa, ui eao?ii ia?oi?
niieoee noaa?e?ciaaii noi?yaeaiiyi. Aiae?c ei?aeyoe?e ?EAI+ -f() aeyaea
iaaaeeeo /ooeea?noue ?aaeoe?eiiai oeaio?o aei no?oeoo?ieo ia?aoai?aiue,
yea ciaioo?oueny c aiaethaaiiyi oeeeeo. Iaea?aeai? -eiinoaioe aeey 5
cai?niee?a.

??cieie iaoiaeaie (aii??e/iei aaeeoeaiei, o?i?/ii? oiiieia?? ? oai???
a?ao?a, o?ceei-o?i?/iei) noai?ai? aaeaeaaoi? iaoaiaoe/i? iiaeae?
caeaaeiino? i?ioecaiaeueii?, aiaeueaaoe/ii?, ae?o?aoe/ii?,
aioeaaeoa??aeueii? aeoeaiino? iio?aeieo -OAE oa ae?eaeeio a?ae no?oeoo?e
?o iieaeoe.

Iaoeiaa ? i?aeoe/ia cia/ei?noue. ?acoeueoaoe aeine?aeaeaiiy ?aaeoe?eii?
caeaoiino? iio?aeieo -OAE oa ae?eaeeio, ca’yceo no?oeoo?a –
oa?iaeieia?/ia aeoeai?noue caeeaaeathoue i?aeaaeeie ooiaeaiaioaeueiiai
i?aeoiaeo aei iieaeo-ey?iiai aeecaeio aenieiaoaeoeaieo a?ieia?/ii
aeoeaieo ?a/iaei oeeo eean?a.

Ei?aeyoe?ei? ??aiyiiy, ui iienothoue aieea no?oeoo?ieo oaeoi??a o
iieaeoeao iio?aeieo -OAE oa ae?eaeeio ia eiinoaioe ?o ?ii?caoe??,
aeei?enoiaothoueny aeey i?iaiicoaaiiy eeneioii-iniiaieo aeanoeainoae
/eneaiieo ??ciiiai?oieo iio?aeieo, ?o e?iio?eueiino?, i?e e?iaoe/ieo
aeine?ae-aeaiiyo, aeey noai?aiiy iaoeiai iaa?oioiaaieo oiia neioaco
oe?ei? iecee ia?niaeoeaieo o a?ieia?/iiio a?aeiioaii? niieoe.

Eiao?oe??ioe ?iciiae?eo ? eiinoaioe a?ae?ioiaiino? canoiniaai? aeey
anoaiiaeaiiy e?euee?nieo ni?aa?aeiioaiue no?oeoo?a – a?ieia?/ia
aeoeai?noue o oe?ieeo ?cino?oeoo?ieo ?yaeao iio?aeieo -OAE.

E?euee?ni? caeiiii??iino? ?aaeoe?? eoaeiiai a?ae?ie?co
-ae?aee?eai?ii-aoeeiaeo oa iaoeeiaeo ao???a cai?uaieo -OAE aeei?enoai?
i?e noai?aii? iaoaiaoe/ieo iiaeaeae oa?iaeieia?/ii? ae?? oeeo niieoe ?
iieaeoey?iiai aeecaeio iaeaoaeoeai?oeo oa?iaeioi??a, aeey iioei?caoe??
neioaco a?ieia?/ii aeoeaieo a?ae?aceae?a.

E?iaoe/i? aeine?aeaeaiiy ?aaeoe?e aoeeethaaiiy cai?uaieo
a?ae?aceae?a -OAE oa 9-a?ae?aceiiae?eaeei?a aeicaieeee aaeineiiaeeoe
iaea?aeaiiy /eneai-ieo aoeeeueieo iio?aeieo, ia?niaeoeaieo o
a?ieia?/iiio a?aeiioaii?.

Aecia/ai? a ?iaio? e?euee?ni? caeaaeiino? a?ieia?/ii? aeoeaiino?
iio?ae-ieo -OAE oa ae?eaeeio a?ae ?o no?oeoo?e aeicaieeee
oe?eani?yiiaaii neioaco-aaoe ieceo aeoeaieo aioeoeia?noee?a,
aiaeueaaoee?a, ae?o?aoee?a, aioenaioee?a.

Iaoiaeeea e?euee?niiai aecia/aiiy cai?uaieo -OAE iaoiaeii aeaioac- iiai
oeo?oaaiiy canoiniaaia i?e aeine?aeaeaii? ?o e?iio?eueieo aeanoeainoae,
aeey aea/aiiy oa?iaeie?iaoeee i?aia?ao?a oeueiai ?yaeo o
Oa?iii?euenuee?e ? ?aaii-O?aie?anuee?e iaaee/ieo aeaaeai?yo,
Oa?e?anueeiio iaaee/iiio oi?aa?-neoao?, Oe?a?inuee?e iaaee/i?e
noiiaoieia?/i?e aeaaeai??, ioe?iee ?o yeino? a ?inoeooo? i?aeaeuaiiy
eaae?o?eaoe?? niaoe?ae?no?a oa?iaoe??.

Iaoiaeeea aeeoa?aioe?eiiai aecia/aiiy aoeaoeenae?oeeeiai? eeneioe, ??
oei?aia?ae?eaeo oa oei?iaiaeiaai? eeneioe o oaoiieia?/ieo noi?oao c
canoino-aaiiyi 2-iaoiene-6,9-aeeoei?ae?eaeeio, ye ?iaeeeaoi?a,
aeei?enoiao?oueny ia Oa?e?anueeiio o?i?ei-oa?iaoeaaoe/iiio caaiae?
“*a?aiia c??ea”.

Aeno?aeoe?eii-o?iiaoia?ao?/ia iaoiaeeea aeeoa?aioe?eiiai aecia/aiiy
aeeoai?eai?io, 4-ai?iiaeeoai?eai?io oa ae?aoaio OI o i?e?iaeieo ?
no?/ieo aiaeao c canoinoaaiiyi
6-oei?-7-aeeiaoeeai?iinoeueoaii?e-9-ai?iiae?eaeeio, ye aioo??oiueiai
noaiaea?oo, aeei?enoiao?oueny AO “Oa?e?anueeee eieniaee caaiae” i?e
eiio?ie? yeino? no?/ieo aiae, Oa?e?anueeei IAe? a?a??ie i?aoe? ?
i?iocaoai?thaaiue i?e nai?oa?ii-a?a??i?/iiio eiio?ie?, Oe?a?inueeei
iaoeiaei oeaio?ii ioi?iie aiae i?e eiio?ie? noaiiaeua i?e?iaeieo
aeinenoai Oe?a?ie.

?acoeueoaoe ?iaioe ii aeine?aeaeaiith ?aaeoe?eii? caeaoiino? ?
e?euee?nieo ni?aa?aeiioaiue no?oeoo?a-aeoeai?noue o ?yaeo iio?aeieo -OAE
oa ae?eaeeio aeei?enoiaothoueny a iaa/aeueiiio i?ioean? ? iaoeiaeo
aeine?aeaeaiiyo Oe?a?inueei? ? I’yoeai?nueei? oa?iaoeaaoe/ieo aeaaeai?e,
oa?iaoeaaoe/ieo oaeoeueoao?a Caii??cueeiai, Euea?anueeiai,
Aeaeaeino?aeiiai iaaee/ieo oi?aa?-neoao?a, Oa?e?anueeiai ?inoeoooo
aaeineiiaeaiiy e?ea??a.

Iniiai? iieiaeaiiy aeena?oaoe??, ui aeiinyoueny ia caoeno:

· aeine?aeaeaiiy eeneioii-iniiaieo aeanoeainoae cai?uaieo -OAE, ?o
a?ae?aceae?a, a?ae?aceae?a cai?uaieo 2-oei?aaicieieo eeneio,
cai?uaieo 9-oei?-, 9-ai?ii-, 9-iaoeeai?ii-, 9-a?ae?aceiiae?eaeeio,
9-o?iae?eaeiio, ae?eaeei?e-9-o?iioeoiaeo eeneio, ?o iaoaiaoe/ia
i?iaiicoaaiiy;

· aeine?aeaeaiiy eiiaeoeoiiao?e/ieo aeanoeainoae, e?iio?eueiino?
cai?uaieo -OAE;

· aeine?aeaeaiiy e?iaoeee eoaeiiai a?ae?ie?co -ae?aee?eai?iiaoeeiaeo oa
iaoeeiaeo ao???a cai?uaieo -OAE;

· aeine?aeaeaiiy e?iaoeee ?aaeoe?? aoeeethaaiiy a?ae?aceae?a cai?uaieo
-OAE, 2-oei?aaicieieo eeneio, 9-a?ae?aceiiae?eaeei?a;

· iaoiaeeea e?euee?niiai aecia/aiiy cai?uaieo -OAE;

· iaoiaeeea e?euee?niiai aecia/aiiy aoeaoeenae?oeeeiai? eeneioe, ??
oei?aia?ae?eaeo oa oei?iaiaeiaai? eeneioe a oaoiieia?/ieo noi?oao;

· iaoiaeeea e?euee?niiai aecia/aiiy aeeoai?eai?io,
4-ai?iiaeeoai?e-ai?io, ae?aoaio OI o i?e?iaeieo oa no?/ieo aiaeao;

· i?iaiicoaaiiy i?ioecaiaeueii? aeoeaiino? iio?aeieo -OAE aii?-?e/iei
aaeeoeaiei iaoiaeii;

· ei?aeyoe?ei? caeaaeiino? i?ioecaiaeueii? ? aiaeueaaoe/ii? aeoeaiino?
iio?aeieo ae?eaeeio a?ae ?o oiiieia?/ieo ?iaeaen?a ca’yciino?;

· iaoaiaoe/i? iiaeae? caeaaeiinoae i?ioecaiaeueii?, aiaeueaaoe/ii?,
ae?o?aoe/ii? ? aioeaaeoa??aeueii? aeoeaiino? iio?aeieo -OAE oa ae?eaeeio
a?ae ?o o?ceei-o?i?/ieo ia?aiao??a (no?oeoo?iiai ? e?iio?eueiiai).

Iniaenoee aianie caeiaoaa/a. Aeena?oaoe?eia ?iaioa yaey? niaith
naiino?eio caaa?oaio iaoeiao i?aoeth. Aeena?oaioo iaeaaeeoue ae??oaeueia
?ieue o aecia/aii? iaoe aeine?aeaeaiiy, caaea/ ?? ?aae?caoe??,
ieaioaaii? oa aeeiiaii? aenia?eiaioo, eiai ia?iaoe?, ?ioa?i?aoaoe?? oa
ocaaaeueiaii? iaea?aeaieo ?acoeue-oao?a, oi?ioethaaii? iniiaieo
iieiaeaiue oa aeniiae?a, ui caoeuathoueny. *anoeia ?iaioe aeeiiaia i?ae
ea??aieoeoaii aeena?oaioa nooaeaioaie (Aa?aiiaa ?. ?., O?ioeueei E. A.,
Eino?ia O. A.) oa ani??aioii (Aie?e I. TH.), iaoeiaei eiinoeueoaioii
yeiai aoa aeena?oaio. ?a/iaeie, ui aeei?enoiaoaaeeny a ?iaio?,
neioaciaai? ni?a?ia?oieeaie eaoaae?e aiae?oe/ii? o?i?? Oe?OA ? etha’ycii
ia?aaeai? aeey aeine?aeaeaiue, ca ui aaoi? aeneiaeth? ?i naith ue?o
iiaeyeo. Oa?iaeieia?/i? aeine?aeaeaiiy i?iaaaeai? ia eaoaae?ao
oa?iaeieia?? ? oa?iaeioa?ai?? Oe?OA.

Ai?iaaoe?y ?acoeueoao?a aeena?oaoe??. Iaoa??aee aeena?oaoe??
aeiiia?aeaeeny oa iaaiai?thaaeeny ia 2 c’?cae? oa?iaoeaao?a Eaoa?enueei?
?N? (?eaa, 1984), 2 Oe?a?inuee?e ?anioae?eainuee?e eiioa?aioe?? c
aiae?oe/ii? o?i?? (Ee?a, 1985), 15 Oe?a?inuee?e ?anioae?eainuee?e
eiioa?aioe?? c i?aai?/ii? o?i?? (Oaeai?iae, 1986), Oe?a?inuee?e
?anioae?eainuee?e eiioa?aioe?? “Iioei?caoe?y e?ea?nueeiai caaacia/aiiy ?
oeyoe i?aeaeuaiiy aoaeoeaiino? oa?iaoeaaoe/ii? iaoee” (Oa?e?a, 1986), 4
c’?cae? oa?iaoeaao?a Eeoianueei? ?N? (Eaoian, 1987), 7 Ananithci?e
eiioa?aioe?? c aeaeo?io?i?? (*a?i?aoe?, 1988), Ananithci?e eiioa?aioe??
“O?i?y ? canoinoaaiiy iaaiaeieo ?ic/ei?a” (Oa?e?a, 1989), I?aeia?iaeiiio
iaoeiaiio neiiic?oi? “Aeieia?/i? aniaeoe oa?iaoe??” (Iineaa, 1989),
Ananithci?e eiioa?aioe?? “Aiae?oe/ia o?i?y i?aai?/ieo niieoe” (Iineaa,
1991), Oe?a?inuee?e ?anioae?eainuee?e eiioa?aioe?? “?aae?caoe?y iaoeiaeo
aeinyaiaiue o i?aeoe/i?e oa?iaoe??” (Oa?e?a, 1991), Iaoeiai-i?aeoe/i?e
eiioa?aioe??, i?enay/ai?e 25-??//th oa?iaoeaaoe/iiai oaeoeueoaoo
Eo?nueeiai iaaee/iiai ?inoeoooo (Eo?nuee, 1991), 1 Ananithci?e
eiioa?aioe?? c oai?aoe/ii? i?aai?/ii? o?i?? (Aieaia?aae, 1991), 16
Oe?a?inuee?e eiioa?aioe?? c i?aai?/ii? o?i?? (Oa?iii?eue, 1992),
Oe?a?inuee?e iaoeiai-i?aeoe/i?e eiioa?aioe?? “No/ani? i?iaeaie
oa?iaoe??” (Oa?e?a, 1993), 1 Eiia?an? NOOEOo (Euea?a, 1994),
Oe?a?inuee?e iaoeiai-i?aeoe/i?e eiioa?aioe?? “No/ani? i?iaeaie
oa?iaoe??” (Oa?e?a, 1995), Iaoeiai-i?aeoe/i?e eiioa?aioe??, i?enay/ai?e
75-??//th Oe?a?inueei? oa?iaoeaaoe/ii? aeaaeai?? (Oa?e?a, 1996),
Iaoeia?e nan?? a?aeae?eaiiy o?i?? IAI Oe?a?ie (Oa?e?a, 1998).

Ioae?eaoe??. Ca oaiith aeena?oaoe?? iioae?eiaaii 65 i?aoeue (c ieo
noaoae o iaoe?iiaeueieo oa caei?aeiiieo aeo?iaeao ? ca??ieeao – 34,
aeaiiiiaaieo ?oeiie- n?a – 5, oac aeiiia?aeae iaoeiaeo eiioa?aioe?e –
25, aaoi?nueeeo na?aeioeoa – 1).

Oa?aeoa?enoeea iaoiaeieia?? ? iaoiae?a aeine?aeaeaiiy. O ?iaio?
aeei?enoai? no/ani? iaoiaee o?ce/ii? i?aai?/ii? o?i??: iioaioe?iiao??y,
eiiaeoeoiiao??y, aaci-??aeeiia o?iiaoia?ao?y. ?iaioa a?oioo?oueny ia
iaoiaei-eia?? eiii’thoa?iiai iiaeaethaaiiy ? aaaaoioaeoi?iiai
ei?aeyoe?eiiai aiae?co.

Ianya ? no?oeoo?a aeena?oaoe??. ?iaioa aeeeaaeaia ia 299 noi??ieao ia-
oeiiieniiai oaenoo, i?noeoue 102 oaaeeoe?, 35 ?enoie?a oa neeaaea?oueny
c anooio, /ioe?ueio ?icae?e?a, aeniiae?a, nieneo aeei?enoaieo aeaea?ae,
yeee i?noeoue 416 iaeiaioaaiue, aeiaeaoe?a. O ia?oiio ?icae?e?
iaaiaeeoueny iaeyae e?oa?aoo?e. Ae?oa?e ?icae?e i?enay/aiee aea/aiith
?aaeoe?eii? caeaoiino? ? o?ceei-o?i?/ieo aeanoeainoae iio?aeieo -OAE. O
o?aoueiio ?icae?e? iiaeaii ?acoeueoaoe aeine?aeaeaiiy ?aaeoe?eii?
caeaoiino? iio?aeieo ae?eaeeio ? ?o aiae?oe/iiai aeei?enoaiiy.
E?euee?ni? ni?aa?aeiioaiiy no?oeoo?a-a?ieia?/ia aeoeai?noue iio?aeieo
-OAE oa ae?eaeeio iaaiai?ththoueny o /aoaa?oiio ?icae?e?.

INIIAIEE CI?NO AeENA?OAOe??

?AAEOe?EIA CAeAOI?NOUe, O?CEEI-O?I?*I? AEANOEAINO?

IIO?AeIEO -OAI?EAIO?AI?EIAI? EENEIOE

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C iaoith aeine?aeaeaiiy ?aaeoe?eii? caeaoiino? cai?oaieo -OAE a
iai-?ioieo oiiaao aecia/ai? eiinoaioe ?o ?ii?caoe?? (127 niieoe)
iaoiaeii iioai-oe?iiao?e/iiai oeo?oaaiiy a ci?oaiiio ?ic/eiieeo
ae?ienai-aiaea (60 ia. % ae?ienaio) i?e 298 E:

Aeiaaaeaii, ui oe? niieoee – neaae? eeneioe, ia aaee/eie ?o ?Ea aieeaa?
i?e?iaea oa iieiaeaiiy cai?niee?a o iieaeoe? (oaae. 1). Aeoeaioi?i?
cai?nieee ca?eueoothoue neeo eeneio /a?ac noaa?e?caoe?th ?o ai?ii?a ca
?aooiie aeaeieae?caoe?? ca?yaeo. Aea /ooeea?noue aio?ai?eiaiai ?
iaaio?ai?eiaiai o?aaiaio?a iieaeoee -OAE aei ia?aaea/? aieeao cai?niee?a
ia ?aaeoe?eiee oeaio? nooo?ai a?ae??c-iy?oueny. Iai?eeeaae: aaaaeaiiy
4-2-?aaeeeaeo a iaaio?ai?eiaee o?aaiaio iieaeoee ciaioo? ?Ea ia 0,58
iaeeieoe? ?Ea , a iiyaa oeueiai ae cai?nieea o aio?ai?eiaiio o?aaiaio?
cieaeo? ?Ea ia 1,35. A??ia?aeii, oea iia’ycaii ye c a?aeaeaeaii?noth
iaaio?ai?eiaiai o?aaiaioo a?ae ?aaeoe?eiiai oeaio?o, oae ? c ?ciethth/ei
aieeaii i?noeiai? I-a?oie /a?ac ii?ooaiiy eiiieaia?iino? iieaeoee, ui
i?aeoaa?aeaeaii eaaioiai-o?i?/ieie ?ic?aooieaie oi?n?eieo eoo?a i?ae
oeeie o?aaiaioaie.

Ei?aeyoe?eiee aiae?c e?euee?niiai aieeao cai?niee?a o iaaio?ai?eiaiio
o?aaiaio? iieaeoee -OAE ca ??aiyiiyi Aaiiaoa na?ae/eoue, ui aeey an?o
13 aeine?aeaeaieo na??e aeecuee? ? iaaaeee? ca aaniethoiith aaee/eiith,
oiaoi ia?aaea/a aieeao cai?niee?a /a?ac i?noeiao I-a?oio oo?oaeiaia.
?iciiae?e noia?iiai aoaeoo ia ?iaeoeoe?eiee oa ?aciiainiee aeyaea
eiia?iiaaiee iaoai?ci aieeao cai?niee?a ia ?aaeoe?eiee oeaio?, iieacaii,
ui I R. Aia?oa iaoiaeii — aiae?co ?ic?aoiaai o?aini?n?eiee oaeoi? =
0,49 aeey

2-a?eeai?ii-a?oie. Aiae?c ca’yceo ?Ea c -eiinoaioaie cai?niee?a o
aio?ai?-eiaiio o?aaiaio? iieaeoee iieacaa, ui aeecuee? i?ae niaith oa
ia?aa?eueoo-thoue cai?uaieo aaicieieo eeneio o oiio ae ?ic/eiieeo.
Ioaea aaaaeaiiy oai?eueiiai yae?a c i?noeiaith I- a?oiith i?aeaeuo?
/ooeea?noue ?aaeoe?eiiai oeaio?o aei aieeao cai?niee?a.

Iaoiaeii aaaaoioaeoi?iiai ei?aeyoe?eiiai aiae?co iaea?aeaia ia’?aeiaia
??aiyiiy Aaiiaoa, ui iieno? aieea cai?niee?a o aio?ai?eiaiio () oa
iaaio?ai?eiaiio () o?aaiaioao iieaeoee -OAE:

?Ea = (6.720.06) – (1.870.05) — (0.730.07)
(2)

n = 127 S = 0.17 R = 0.933

C (2) aeo?ea?, ui /ooeea?noue ?aaeoe?eiiai oeaio?o aei cao?thth/iai
aieeao cai?niee?a o aio?ai?eiaiio o?aaiaio? o 2,3 ?ace a?eueoa, i?ae o
iaaio?ai?ei-aiio. Aeiaaaeaia aeniea i?iaiicoth/a cae?ai?noue ??aiyiiy
(2).

Iaea?aeai? ?acoeueoaoe aeei?enoai? aeey aecia/aiiy eiao?oe?aio?a
?iciiae?eo o nenoai? ieoaiie-aiaea, aeey i?iaiicoaaiiy eeneioiino?
ia?ic/ei-ieo cai?uaieo -OAE, i?e aeine?aeaeaii? e?iaoeee ?aaeoe??
eoaeiiai a?ae?ie?co neeaaeieo ao???a, i?e noai?aii? iaoaiaoe/ieo
iiaeaeae caeaaeiino? a?ieia?/ii? aeoeaiino? iio?aeieo -OAE a?ae ?o
o?ceei-o?i?/ieo ia?aiao??a.

Aeine?aeaeaia aeaeo?e/ia i?ia?aei?noue ?ic/ei?a 4-2—OAE o ci?oai-iiio
?ic/eiieeo aiaea-ae?ienai (60 ia. % ae?ienaio) o oaiia?aoo?iiio
?ioa?aae? 278- 318 E. Aeiaaaeaii, ui aeey oeeo aeaeo?ieeo?a caeii
Iicaaa?a, ia a?aei?io a?ae caeiio Inoaaeueaea, ia aeo?eio?oueny.
Iaea?aeai? cia/aiiy ieoiii? () ? aeaeaaeaioii? () aeaeo?e/ii?
i?ia?aeiino? aeei?enoai? aeey ?ic?aooieo oa?iiaee-iai?/ieo eiinoaio
?ii?caoe?? (?Eao), a?aie/ii? aea?aaeaioii? aeaeo?e/ii? i?ia?aeiino? (0)
ca iaoiaeii Oeaeeianueeiai, a?ae?iaeeiai?/ieo ?aae?on?a ?ii?a (r) ca
??aiyiiyi Noiena, oa?iiaeeiai?/ieo ia?aiao??a ?ii?caoe??:
?ciaa?ii-?cioa?i?/iiai iioaioe?aeo (G), aioaeuei?? (I), aio?ii?? (S)
(oaae.1). Aiae?c aeiaooeo Iena?aeaanueeiai-Aaeueaeaia, ye ? r,
aeiaiaeeoue iaaaeeeo nieueaaoaoe?th ai?ii?a, i?e oeueiio iieiaeaiiy
cai?nieea iae/ano?oa nooo?aiai aieeao ia ni?aaey?. C?inoaiiy oaiia?aoo?e
cieaeo? lg00, a??ia?aeii, /a?ac ciaioaiiy anioe?aoeaieo i?ioean?a o
?ic/eiieeo. Ca’ycie ?Eao- () i?e an?o aeine?aeaeaieo oaiia?aoo?ao
aiaeia?/iee caeaaeiino? ?Ea -(). ?aaeoe?ei? eiinoaioe iaaaeee? (o 2
?ace iaio RC6H4COOH o oiio ae ?ic/eiieeo) ? ciaioothoueny c c?inoaiiyi
oaiia?aoo?e. Aeiaaaeaii aiaeioa?i?/i?noue i?ioeano ?ii?caoe??, iaaaeeeo
/ooeea?noue aioaeuei?? ?ii?caoe?? aei no?oeoo?ieo ci?i o iieaeoe? -OAE,
?ciaio?ii?ei?noue ?aaeoe?eii? na???. ?acoeueoaoe aeine?aeaeaiiy
aeei?enoai? aeey ioe?iee aieeao nieueaaoaoe?eieo ??aiiaaa ia
e?iio?euei?coue cai?uaieo -OAE ? aecia/aiiy e?euee?nieo ni?aa?aeiioaiue
i?ae ?o no?oeoo?ith ? a?ieia?/iith aeoeai?noth.

A?ieia?/ia aeoeai?noue niieoe caeaaeeoue a?ae ?o e?iio?eueieo
aeanoe-ainoae. Naia aiie aecia/athoue ye caeaoi?noue iieaeoe i?iieeaoe
e??cue e?i?aei? oa?e iaia?ai, oae ? ?o a?ae?ioiaio aca?iiae?th c
ie?aieie ae?eyieaie ?aoeaioi?o. E?iio?euei?noue niieoee
oa?aeoa?eco?oueny eiao?oe??ioii ?? ?iciiae?eo (?) a nenoai? ieoaiie –
aiaea. Iae/ano?oa ? aecia/athoue iaoiaeii “no?oooaai-iy” c ianooiiei
aecia/aiiyi eiioeaio?aoe?? ?a/iaeie o aiaeiiio oa i?aai?/-iiio oa?ao.
Aea cai?uai? -OAE iaaecae/aeii iaei?ic/eii? a aiae?, oiio oeae niin?a
aecia/aiiy ? cacia? ?yae oo?oaeiaiue. ?c canoinoaaiiyi oai??? ?iiieo
??aiiaaa ? aeui? aeaaa?e iaoiae aoa aaeineiiaeaiee (aeaoaeueii
aeeeaaeaiee o aeena?oaoe??). Eiioeaio?aoe?y cai?uaieo -OAE aecia/aeanue
iaoiaeii aeaioaciiai oeo?oaaiiy ca ?ic?iaeaiith aaoi?ii iaoiaeeeith. I?e
aecia/aii? ? a?aoiaoaaeany ?ii?caoe?y eeneio c aeei?enoaiiyi ??aiyiiy
(2). Iaea?aeai? lg? 115 cai?uaieo -OAE na?ae/aoue i?i ?o
a?ae?ioiai?noue, ui caeaaeeoue a?ae i?e?iaee cai?niee?a. Cai?nieee
aaeeeiai ?ici??o (CH3-, Br-, I-, Cl- oiui) c iaaaeeeith aia?a??th
a?ae?aoaoe?? i?aeaeuothoue a?ae?ioiai?noue. Aaaaeaiiy aei iieaeoee -OAE
iiey?ieo ?aaeeeae?a (O2-, SO2H2- oiui) c neeueiith iiey?ecoth/ith ae??th
i?aeneeth? e?iio?euei?noue niieoe, aea iiyaa a iiey?i?e noeueoaii?euei?e
a?oi? ia’?iieo aoaeaaiaeiaaeo ?aaeeeae?a (NI3-, N2I5-, N4I9- oiui)
aeeeeea? cai?ioiee aoaeo. Cia/aiiy ? caeaaeaoue e a?ae iieiaeaiiy
cai?niee?a o iieaeoe?. Aeiaaaeaii neiaaoi?noue lgP a?ae?iaeeiai?/iei
?aae?onai a?aeiia?aeieo ?ii?a.

O?oaeiiu? aenia?eiaioaeueiiai aecia/aiiy lgP aeiaaathoue ?ic?iaee
iaoiae?a ?o oai?aoe/iiai ?ic?aooieo. Ae?aooaai? ca iaoiaeaie Oaioa ?
?aeea?a lgP nooo?ai a?ae??ciythoueny a?ae aenia?eiaioaeueieo /a?ac
iaaaeaeaaoi? cia/aiiy eiinoaio a?ae?ioiaiino? .

Aeei?enoiaoth/e cia/aiiy lgP 115 cai?uaieo -OAE, ?ic?aoiaai? eiinoaioe
a?ae?ioiaiino? 21 no?oeoo?iiai o?aaiaioo oeeo niieoe ca ??aiyiiyi:

= lgPR-X – lgPR-H
(3)

aea PR-H, PR-X – eiao?oe??ioe ?iciiae?eo o nenoai? ieoaiie-aiaea
iacai?uaii?

iieaeoee ? iieaeoee c cai?nieeii O a?aeiia?aeii.

Aaee/eia ciaioo?oueny a ?yaeo: 4-J>3-J>2-I>3-Br>4-Br>3-Cl>4-Cl>
2-Br> 3-CH3>4-CH3>2-CH3>2-Cl>3-SO2NHC4H9>3-SO2N(C2H5)2>4-OCH3>
3-OCH3>2-OCH3>3-NO2>3-SO2NHCH3>4-SO2NH2>3-SO2NH2

Eiao?oe??ioe ?iciiae?eo, ae?aoiaai? c aeei?enoaiiyi iaea?aeaieo
eiin-oaio a?ae?ioiaiino?, i?aeoe/ii ni?aiaaeathoue c
aenia?eiaioaeueieie.

?acoeueoaoe aeine?aeaeaiiy e?iio?eueieo aeanoeainoae cai?uaieo -OAE
aeei?enoai? aeey iieaeoey?iiai aeecaeio aeoeaieo oa?iaeioi??a o oe?ieeo
?cino?oeoo?ieo ?yaeao ?o iio?aeieo.

A?aenooi?noue aeni?anii? iaoiaeeee aecia/aiiy cai?uaieo -OAE no?eio?
oa?iaeie?iaoe/i? aeine?aeaeaiiy aioeoeia?noee?a oeueiai ?yaeo. Oiio
?ic?iaeaia iaoiaeeea ?o e?euee?niiai aiae?co iaoiaeii aeaioaciiai
oeo?oaaiiy c oeiieooaea?iii ye ?iaeeeaoi?ii. Iaoiaeeea aeni?ania,
?ai?acaioaoeaia, a?aeiinia iiieeea aecia/aiiy ia ia?aaeuo? 0,5%.

-Ae?aee?eai?iiaoeeia? ? iaoeeia? ao??e cai?uaieo -OAE iiae?ai? ca
a?ieia?/iith ae??th aei a?aeiia?aeieo eeneio, aea a?eueo a?iaeinooii?.
?o ?aaeoe?eia caeaoi?noue ioe?ithaaeanue ca e?iaoe/ieie aeine?aeaeaiiyie
?aaeoe?? eoaeiiai a?ae?ie?co. Aea?? ?aaeoe?? iaoiiaeaiee, c iaeiiai
aieo, iiaeeea?noth ioe?ieoe ?o iaoaaie?ci a i?aai?ci?, c ae?oaiai –
iioei?coaaoe neioac ia?niaeoeaieo o a?ieia?/iiio a?aeiioaii? iio?aeieo.

?aaeoe?y i?ioiaeeoue ca noaiith:

*eneaiieie oanoaie aeiaaaeaii ?? ae?oaee ii?yaeie, aecia/ai? eiinoaioe
oaeaeeino? (k) i?e 298, 308, 318, 328, 338, 348, 358 E aeey
-ae?aee?eai?ii-aoeeia?o ao???a, a aeey iaoeeiaeo – i?e 318, 328, 338,
348, 358 E (oaae. 2). ?o aiae?c na?ae/eoue, ui aeiii?i? cai?nieee
ciaioothoue k, a aeoeaioi?i? – aeeeeea-thoue i?ioeeaaeiee aieea /a?ac
noaa?e?caoe?th ai?iio eeneioe ca ?aooiie a?eueoi? aeaeieae?caoe?? eiai
ca?yaeo. Oiaoi oaeaee?noue ?aaeoe?? c?inoa? c ca?eueoaiiyi
aeaeo?io?eueiino? aoiio aoaeaoeth ea?aii?eueii? a?oie ao??o.
Iiaeiaaeaiiy aoaeaaiaeiaaiai eaioethao a nie?oiaiio o?aaiaio? ao??o a
iaaeao iiieeee aeine?aeo ia aieeaa? ia k.

Aeiaaaeaii, ui caeaaei?noue lgk — () noaoenoe/ii a??ia?aeia aeey i-,i- e
i-iio?aeieo c iaeiaeiai iaaaeeeeie , ui aeaco? ia iacia/iee ?iciiae?e
ca?yae?a o ia?ao?aeiiio noai?. Oea aeicaieeei iaea?aeaoe ?aeeia ??aiyiiy
Aaiiaoa aeey 2,4-iio?aeieo -aeeiaoee- ? -ae?aoeeai?iiaoeeiaeo ao???a.
?aaeoe?ei? eiinoaioe a iaaeao iiieeee aenia?eiaioo ni?aiaaeathoue aeey
ai?iiaoeeiaeo ? iaoeeiaeo ao???a, ui aea? i?aenoaao i?eionoeoe ni?eueiee
iaoai?ci ia?aaea/? aieeao cai?niee?a ia ?aaeoe?eiee oeaio?.

Aaee/eia aioeaaoia oaiia?aoo??, oiaoi /ooeea?noue ?aaeoe?eiiai oeaio?o
aei cao?thth/iai aieeao cai?niee?a cieaeo?oueny c i?aeaeuaiiyi
oaiia?aoo?e. Aaaaoioaeoi?iei ei?aeyoe?eiei aiae?cii aeiaaaeaii, ui
/ooeea?noue aei no?oeoo?ieo ia?aoai?aiue aio?ai?eiaiai o?aaiaioo ()
iieaeoee ao??o a 2 ?ace aeua ca iaaio?ai?eiaee o?aaiaio ():

lgk318 = (-4.1060.032) + (2.0900.050) + (1.0560.020) (5)

n = 26 S = 0.078 R = 0.956

?iciiae?e noia?iiai aoaeoo aieeao cai?niee?a ia ?iaeoeoe?eiee oa
?aciiainiee aeyaea, ui IR ? aioeaaoi? ci?i? oaiia?aoo?e. Ca’ycie lgk –
pKa a?aeiia?aeii? eeneioe e?i?eiee.

Aecia/ai? e?iaoe/i? (AA, lnA) ? oa?iiaeeiai?/i? (I, S, G) ia?aiao?e
aeoeaaoe?? (oaae. 2). Aeyaeaii, ui aaaaeaiiy aei iieaeoee noano?aoo
aeoeaioi?iiai cai?nieea ciaioo? AA, I, G, ia a?aei?io a?ae S, aieea
aeiii?ieo cai?niee?a cai?ioiee. Aiae?c ia?aiao??a aeoeaaoe?? iieacaa, ui
?aaeoe?y i?ioiaeeoue ca AAN2 iaoai?ciii /a?ac ooai?aiiy
aenieineiao?e/iiai ?ioa?iaae?aoo, ?? neio?iii?noue.

*eneaiieie oanoaie aeiaaaeaia ?cie?iaoe/i?noue ?aaeoe?? c aioaeuei?eiei
oeiii eiio?ieth ( =650 E). Ia/eneai? ei?aeyoe?ei? ??aiyiiy
?ciia?aiao-?e/iino?, ui iaeii/anii a?aoiaothoue aieea cai?niee?a ?
oaiia?aoo?e (, 1/O). Iai?eeeaae, aeey -ae?aee?eai?iiaoeeiaeo ao???a
cai?uaieo -OAE:

lgk = (3.7980.021) + (1.1140.037) — (2.2210.037) 1031T +
(6)

+ (0.7130.024) 1031T

n = 112 S = 0.002 R = 0.996

Anoaiiaeaia ei?aeyoe?y ia?aiao??a ?*-niaeo??a oeeo niieoe c e?iaoe/-ieie
oa?aeoa?enoeeaie ?aaeoe?? ?o eoaeiiai a?ae?ie?co.

?acoeueoaoe aeine?aeaeaiiy ?aaeoe?eii? caeaoiino? ao???a cai?uaieo -OAE
aeei?enoai? aeey iieaeoey?iiai aeecaeio aoaeoeaieo oa?iaeioi??a oeueiai
eeano, aeey iioei?caoe?? oiia iaea?aeaiiy a?iaeoeaieo a?ae?aceae?a, ye?
a naith /a?ao ? aeo?aeieie i?iaeoeoaie o neioacao /eneaiieo
oa?iaeieia?/ii aeoeaieo a?ae?acii?a.

C iaoith iioei?caoe?? neioaco aoeeeueieo iio?aeieo a?ae?aceae?a
cai?uaieo -OAE, ia?niaeoeaieo o a?ieia?/iiio a?aeiioaii?, aeine?aeaeaia
?aaeoe?eia caeaoi?noue oeeo niieoe o iai?ioieo (eeneioii-iniiai?
??aiiaaae) ? iaiai?ioieo (e?iaoeea ?aaeoe?? aoeeethaaiiy) oiiaao.
Iaoiaeii iioaioe?i-iao?e/iiai oeo?oaaiiy o ci?oaiiio ?ic/eiieeo aoaiie
-aiaea (50 iie. % aoaiieo) aecia/ai? ?EAI+ 18 a?ae?aceae?a cai?uaieo
-OAE (oaae.3) oeyoii aea/aiiy ??aiiaaae:

Iaea?aeai? ?acoeueoaoe na?ae/aoue i?i iaaaeeeo iniiai?noue oeeo niieoe,
ui ciaioo?oueny i?e iiya? aeaeo?iiiaeoeaioi?iiai ?aaeeeaeo o iieaeoe?
/a?ac ciaioaiiy aeaeo?iiii? aonoeie ia ?aaeoe?eiiio oeaio??, aeiii?i?
cai?nieee aeeeeeathoue cai?ioiee aoaeo. Uia ioe?ieoe aieea
2-a?eeai?ii-a?oie ia iniiai?noue a?ae?aceae?a, aecia/ai? ?EAI+ 12
a?ae?aceae?a cai?uaieo aaicieieo eeneio o oeo aea oiiaao ? iieacaii, ui
oey a?oia aeeeeea? iineaaeaiiy iniiaiino? Caeaaei?noue ?EAI+ — ()
aeecueea aei e?i?eii? (?en. 1).

Aaaaoioaeoi?iei ei?aeyoe?eiei aiae?cii iaea?aeaii ??aiyiiy ca’yceo
?EAI+ c I ? R – eiinoaioaie Aaiiaoa. Iai?eeeaae, aeey a?ae?aceae?a
cai?uaieo

4-NO2—OAE:

?EAI+ = (1.900.18) — (0.410.08)I — (0.430.06)R
(8)

n = 9 S = 0.013 R =
0.974

Oe?eaai a?aecia/eoe, ui IR, aea iaio? aeey cai?uaieo ai?e?iia, ui
aeaco? ia ?ciethth/o ae?th NII-a?oie.

Iaea?aeaia ?aeeia ??aiyiiy caeaaeiino? ?EAI+ a?ae -eiinoaio cai?niee?a o
iaio o?aaiaioao iieaeoee:

?EAI+ = (2.200.11) — (0.390.098) — (0.410.07)
(9)

n = 18 S = 0.019 R =
0.967

Aiii na?ae/eoue i?i i?aeoe/ii ni?aiaaeath/o iaaaeeeo /ooeea?noue oeeo
o?aaiaio?a aei no?oeoo?ieo ia?aoai?aiue.

Nenoaiaoe/ii aeine?aeaeaia e?iaoeea ?aaeoe?? aoeeethaaiiy a?ae?aceae?a

*eneaiieie aeine?aeaie anoaiiaeaii, ui a?ae?aceae ?aaao? c
aaici?eoei?eaeii o ni?aa?aeiioaii? 2:1 ? ?aaeoe?y ia oneeaaeiaia
aaoieaoae?cii. E?iaoeea ?aaeoe?? iieno?oueny ??aiyiiyi ae?oaiai ii?yaeeo
aeey iaiai?ioieo i?ioean?a, aecia/ai? eiinoaioe ?? oaeaeeino? i?e 298,
308, 318, 328 E (oaae. 3).

Aeiii?i? cai?nieee i?enei?ththoue i?ioean. 2-Cai?uai? a?eueo
?aaeoe?eii-caeaoi? i?ae 3,4-cai?uai?. Ii??aiyiiy e?iaoe/ieo aeaieo
a?ae?aceae?a cai?uaieo -OAE ? aaicieieo eeneio, oaeiae aecia/aieo iaie,
na?ae/eoue i?i ?ciethth/ee aieea 2-a?eeai?iia?oie. Ei?aeyoe?ei?e aiae?c
caeaaeiinoae lgkt-() iieacaa, ui i?e an?o oaiia?aoo?ao aeine?aeo
?aaeoe?eia na??y i?aeei?y?oueny ??aiyiith Aaiiaoa c iaae?eieie
noaoenoe/ieie oa?aeoa?enoeeaie, ye? iie?auothoueny i?e ?icae?euei?e
ei?aeyoe?? 2- ? 3,4-cai?uaieo. (?en. 2). Cia/aiiy a?ae’?ii?, ui
i?aeoaa?aeaeo? SN2 iaoai?ci ioeeaio?eueiiai cai?uaiiy, ? iaaaeee?, oiaoi
/ooeea?noue

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?aaeoe?e-iiai oeaio?o aei no?oeoo?ieo ia?aoai-?aiue o iieaeoe? iecueea
/a?ac iacia/-iee ?iciiae?e ca?yae?a o ?ioa?iaae?ao?. ?c c?inoaiiyi
oaiia?aoo?e ciaioo-?oueny. Aeyaeaia neiaaoi?noue i?ae ?aaeoe?eiith
caeaoi?noth a?ae?aceaeo oa

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?en.1. Caeaaei?noue ?EAI+-() aeey a?ae?aceae?a cai?uaieo -OAE (1 —
4-Cl-cai?uai?,2 — 4-I2cai?uai?). eiai iniiai?noth.

Aaaaoioaeoi?iei ei?aeyoe?e-iei aiae?cii i?ecaaaeaii ?iciiae?e noia?iiai
aoaeoo aieeao cai?nieea ia ?iaeoeoe?eiee ? ?aciiainiee:

lgk298 = (-0.9020.030) — (0.6860.062)I -(0.6710.014)R (11)

n = 6 S = 0.018 R
= 0.990

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f001010009000000fa02000001000100000000002200040000002d010100070000001804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C ??aiyiiy (11) aeo?ea?, ui IR. Aiae?c e?iaoe/ieo (AA, lgA) ?
oa?iiaeeiai?/ieo (H, S, G) ia?aiao??a aeoeaaoe?? (oaae. 3) iieacaa, ui
aeiii?i? cai?nieee cieaeothoue AA ? H, G iaei caeaaeeoue a?ae i?e?iaee
oa iieiaeaiiy cai?nieea, aio?ii?e-iee aianie aei G cia/ii ia?aae-uo?
aioaeuei?eiee. Aenie? a?ae’?ii? cia/aiiy S i?aeoaa?aeaeothoue SN2
iaoai?ci ?aaeoe?? c ooai?aiiyi aenieiaii?yaeeiaaiiai ia?ao?ae-iiai
noaio. Iieacaia neio?ii-

i?noue ?aaeoe??. *eneaiieie oanoa-ie aeiaaaeaii aeio?eiaiiy
?cie?ia-oe/iiai ni?aa?aeiioaiiy ? yaeua ?ciia?aiao?e/iino?. Ae?aoiaaia
?cie?iaoe/ia oaiia?aoo?a = 453 E, aaee/eia yei? aeaco? ia aioaeuei?eiee
eiio?ieue i?ioeano.

Ie?aii aeey 2- ? 3,4-cai?uaieo ?ic?aoiaai? ??aiyiiy ?ciia?aiao?e/-iinoe.
Iai?eeeaae, aeey a?ae?aceae?a 3,4-cai?uaieo -OAE:

lgk = (4.7240.016) — (1.3780.024) — (1.6740.031)1031T +
(12)

+ (6.0910.025)1021T

n = 24 S = 0.001 R =
0.998

?acoeueoaoe aeine?aeaeaiiy na?ae/aoue, ui ?aaeoe?y aoeeethaaiiy i?io?ea?
ca iaoai?ciii ioeeaio?eueiiai cai?uaiiy SN2 ? e?iaoe/ii neeaaeia:
iia?eueiith oaeaee?nouee?i?ooth/ith noaae??th ? ia?aeiia aoaea
aeaeo?iiiith ia?ith acioo ai?iia?oie a?ae?aceaeo ii ea?aii?eueiiio aoiio
aoaeaoeth aaici?eoei?eaeo. A ?acoeueoao? anioe?aoe?? ioeeaio?eo ?
noano?aoo ooai?th?oueny ?o iieaeoey?ia niieoea, yea ia?aoai?th?oueny ia
?iieueio oi?io c ianooiiei a?aeuaieaiiyi INl ? ooai?aiiyi e?ioeaaiai
i?iaeoeoo. Oei?iaiaeaiue, ui aeae?ey?oueny, oaeaeei ?aaao? ca ?iiiei
iaoai?ciii c ooai?aiiyi nie?.

?acoeueoaoe aeine?aeaeaiiy ?aaeoe?eii? caeaoiino? a?ae?aceae?a cai?uaieo
-OAE aeei?enoai? aeey ni?yiiaaiiai eiino?othaaiiy aeoeaieo
oa?iaei-oi??a oeueiai eeano ? iioei?caoe?? neioaco ?o /eneaiieo
aoeeeueieo iio?aeieo.

?AAEOe?EIA CAeAOI?NOUe ? AIAE?OE*IA AEEI?ENOAIIss IIO?AeIEO AE?EAeEIO

Iio?aei? ae?eaeeio oe?iei canoiniaothoueny a no/ani?e iaaeeoeei? (iiiaae
25 i?aia?ao?a), oa a aiae?oe/i?e i?aeoeoe? ye ethi?ianoeaioi?
?I-?iaeeeaoi?e, aioo??oi? noaiaea?oe a aaci-??aeeii?e o?iiaoia?ao??.
Oiio aeine?aeaeaiiy nenoaie ae?eaeeio aacia?a/ii yaey? ?ioa?an. Aeey
noai?aiiy iioeiaeueieo oiia neioaco i?aia?ao?a oeueiai ?yaeo,
anoaiiaeaiiy ca’yceo no?oeoo?a-a?ieia?/ia aeoeai?noue, ?icoe?aiiy
iaeano? ?o aiae?oe/iiai aeei?enoaiiy, a oaeiae ae??oaiiy ?yaeo
oai?aoe/ieo ieoaiue a o?i?? ae?eaeeio: ioe?iee /ooeeaino? ae?eaeei??aiai
oeeeeo aei no?oeoo?ieo ia?aoai?aiue o iieaeoe? i?e ??cieo ?aaeoe?eieo
oeaio?ao (o aaoa?ioeeee? oa iica iei), i?e oaooii??ieo ia?aoai?aiiyo
oiui, nenoaiaoe/ii aea/aia ?aaeoe?eia caeaoi?noue o oe?ieeo
?cino?oeoo?ieo ?yaeao eiai iio?aeieo, ?ic?iaeai? iaoiaeeee aiae?co
neeaaeieo oaoiieia?/ieo noi?oae, i?e?iaeieo ? no?/ieo aiae c
aeei?enoaiiyi cai?uaieo ae?eaeeio.

Aea/ai? eeneioii — iniiai? ??aiiaaae a ?ic/eiao cai?uaieo 9-oei?-,
9-ai?ii-, 9-aee?eai?ii-, 9-a?ae?aceiiae?eaeeio:

Aecia/ai? eiinoaioe ?ii?caoe?? (?EAI+) eeneio, noi?yaeaieo ?c
cai?uaie-ie ae?eaeeio (100 niieoe) o ci?oaiiio ?ic/eiieeo aoaiie-aiaea
(50 iieuei. % aoaiieo) i?e 298 E iaoiaeii iioaioe?iiao?e/iiai oeo?oaaiiy
(oaae. 4).

Aeiaaaeaii, ui aaaaeaiiy aei iieaeoee ae?eaeeio aeaeo?iiiaeoeaioi?ieo
cai?niee?a i?aeneeth? eiai iniiai?noue /a?ac c?inoaiiy aeaeo?iiii?
aonoeie ia aaoa?ioeeee?/iiio acio?, aeiii?i? cai?nieee ni?aaeythoue
i?ioeeaaeiee aieea. Aaaaeaiiy 9-NH2 –a?oie ca?eueoo? iniiai?noue
ae?eaeeio ia 5 ii?yaee?a,

9-NH-NH2-a?oie – eeoa ia 0.22 iaeeieoe? ?EAI+ /a?ac oa, ui
9-ai?ii-ae?eaeei?e ?ii noaa?e?ciaaii noi?yaeaiiyi. Iiyaa ae 9-NH2-a?oie
a ?ioeo iieiaeaiiyo iieaeoee ae?eaeeio, aea ?aciiainia noaa?e?caoe?y
iaiiaeeeaa, aeeeeea? eeoa iaaaeeea i?aeneeaiiy iniiaiino? (?EAI+0.2).
Aaaaeaiiy aei NH2-a?oie aeiii?iiai CH3-?aaeeeaeo aeeeeea? iacia/ia
ca?eueoaiiy iniiaiin- iino?.

O ?aieao i?eioeeio EAA iaea?aeai? ei?aeyoe?ei? ??aiyiiy ca’yceo ?EAI+
cai?uaieo 9-oei?-, 9-ai?ii-, 9-aee?eai?ii-, 9-a?ae?aceiiae?eaeeio c
-eiinoaioaie Aaiiaoa (oaae. 5), ui iathoue aenieo i?iaiicoth/o
caeaoi?noue. C e?i?eii? caeaaeiino? aeiaaeathoue aeai? aeey
4-0CH3-cai?uaieo, a??ia?aeii, /a?ac iayai?noue aioo??oiueiiieaeoey?iiai
I- ca’yceo i?ae eeniai iaoiene-a?oie oa ?aaeoe?eiei oeaio?ii. Iaaaeee?
oeeo ?cino?oeoo?ieo na??e na?ae/aoue i?i iecueeo /ooeea?noue
?aaeoe?eiiai oeaio?o aei no?oeoo?ieo ci?i o iieaeoe?.

Ii?yaiyiiy i?ioiioaaiiy 4-ai?iii??eaeeio, 4-ai?iio?iie?io,
9-ai?-iiae?eaeeio na?ae/eoue, ui aiaethaaiiy oeeeeo i?ecaiaeeoue aei
nooo?aiai cieaeaiiy /ooeeaino? ?aaeoe?eiiai oeaio?o. Aecia/ai?
-eiinoaioe 5 cai?niee?a (1-0CH3; 3-0CH3; 2-SO2N(CH3)2; 7-NO2;
9-NH-NH2).

?aaeoe?eia caeaoi?noue cai?uaieo 9-a?ae?aceiiae?eaeeio a iaiai?ioieo
oiiaao ioe?ithaaeanue ca e?iaoeeith ?aaeoe?? ?o aoeeethaaiiy
aaici?eoei?eaeii o oei?ioi?i? i?e ??cieo oaiia?aoo?ao:

*eneaiieie oanoaie aeiaaaeaii ?? ae?oaee ii?yaeie, ?ic?aoiaai? eiinoaioe
oaeaeeino? (k) i?e 298, 308, 318, 328 E, e?iaoe/i? (AA, ln A) ? oa?-

iiaeeiai?/i? (H, S, G) ia?aiao?e aeoeaaoe??. Aeiii?i? cai?nieee, ia
a?aei?io a?ae aeoeai-oi?ieo, ca?eueoothoue k /a?ac c?inoaiiy
ioeeaio?eueiino? ?aaeoe?eiiai oeaio?o. Ei?a-eyoe?eiee aiae?c
caeaaeiinoae lgk — () i?e ??cieo oaiia-?aoo?ao iieacaa
i?aeii?yaeeiaai-i?noue ?aaeoe?eii? na??? ??aiyiith Aaiiaoa (oaae. 6), a
ciae ? aaee- /eia aeaco? ia iaaenieo /oo-eea?noue aeaeo?iiii? nenoaie
aaoa?ioeeeeo aei no?oeoo?ieo ci?i o iieaeoe?, aioeaaoio oaiia?aoo??, i?i
iacia/iee ?iciiae?e ca?yae?a o ia?ao?aeiiio noai? ? neio?iii?noue
i?ioeano. aoeeethaaiiy oai?ea?ae?acei?a ( = -2,15) nooo?ai ia?aa?eueoo?
oe??? ?aaeoe?? aeey 9-a?ae?aceiiae?eaeei?a., ui oaeiae na?ae/eoue i?i
cieaeaiiy /ooeeaino? ?aaeoe?eiiai oeaio?o i?e aiaethaaii? oeeeeo.
Aeyaeaia neiaaoi?noue i?ae lgk ? ?EAI+ ioeeaio?eo. Iieacaii, ui
aeaeo?iiiaeoeaioi?i? cai?nieee, ia a?aei?io a?ae aeaeo?iiiaeiii?ieo,
ca?eueoothoue AA, I, G, cieaeothoue S. Aenie? a?ae’?ii? cia/aiiy S
na?ae/aoue i?i aenieineiao?e/io no?oeoo?o ia?ao?aeiiai noaio. *eneaiieie
oanoaie aeiaaaeaii ?nioaaiiy ?cie?iaoe/iiai ni?aa?aeiioaiiy ? aecia/aii
= 510 E, ui aeaco? ia aioaeuei?eiee eiio?ieue ?aaeoe??. Iaoiaeii
aaaaoioaeoi?iiai aiae?co iaea?aeaii ??aiyiiy ?ciia?aiao?e/iino?:

lg k = (3.2970.020) — (2.1450.011) — (1.3200.052)1031/T +
(15)

+ (1.0940.035)1031/T

n = 52 S = 0.052 R = 0.987

Iieacaia eiai aeniea i?iaiicoth/a cae?ai?noue.

Aeiaaaeaii, ui ?aaeoe?y ? e?iaoe/ii neeaaeiith, noia?iee i?ioean yaey?
niaith iine?aeiai?noue aeaio ?aaeoe?e ae?oaiai ii?yaeeo. I?e oeueiio
oaeaee?noue-e?i?ooth/ith noaae??th ? cia/ii iia?euei?oa i?io?eath/ee
i?ioean aoeeethaaiiy.

?aaeoe?eiia caeaoi?noue cai?uaieo 9-o?iae?eaeii?a aeine?aeaeaia ia
i?ioio?iii?e o?ii-o?ieuei?e ??aiiaac?:

Iaoiaeii iioaioe?iiao?e/iiai oeo?oaaiiy o a?ia?iiio ?ic/eiieeo
aoaiie-aiaea (50 iieuei. % aoaiieo) aecia/ai? ?Ea I ? II ??aiiaaa 18
niieoe i?e 298 E. Iieacaii, ui cai?uai? 9-o?iae?eaeiio ? neaaeeie
I-eeneioaie, neea yeeo ciaioo?oueny c aaaaeaiiyi aei iieaeoee
aeaeo?iiiaeiii?ieo cai?niee?a. Iniiai?noue o?iiii? a?oie aeineoue aaeeea
(?Ea 11) ? c?inoa? c ca?eueoaiiyi aeaeo?iiiaeoeaioi?ieo aeanoeainoae
cai?niee?a. Ii?yaiyiiy ?Ea (I) ? ?Ea (II) 9-o?iae?eaeiio oa
4-o?io?iie?io aeaco?, ui aiaethaaiiy oeeeeo i?ecaiaeeoue aei i?aeneeaiiy
iniiaiino?. Aieea cai?niee?a aeey iaio ??aiiaaa e?euee?nii iieno?oueny
??aiyiiyi Aaiiaoa. Iica e?i?eii? caeaaeiino? ?Ea (I) ? ?Ea (II)
4-OCH3-cai?uaieo, a??ia?aeii /a?ac I-ca’ycie. Aeecuee?noue ?aaeoe?eieo
eiinoaio aeey iaio aea/aieo ?aaeoe?eieo na??e aeicaieeea iaea?aeaoe
ei?aeyoe?e-i? ??aiyiiy, ui iienothoue i?ioio?iii? ??aiiaaae aoaeue-yeeo
cai?uaieo 9-o?i-ae?eaeiio:

?Ea (I) = (4.180.02) — (1.700.08)
(17)

n = 16 S = 0.025 R = 0.991

?Ea (II) = (12.780.02) — (1.960.12)
(18)

n = 16 S = 0.034
R = 0.988

(?c ei?aeyoe?e aeeeth/ai?
4-OCH3-cai?uai?)

Oe?eaai a?aecia/eoe, ui iaio ??aiiaaa aeecuee?, iacaaaeath/e ia
??cieoeth a ?aaeoe?eieo oeaio?ao, aea nooo?ai a?ae??ciythoueny a?ae
?ii?caoe?? cai?uaieo 9-oei?-, 9-ai?ii-, 9-aee?eai?ii-,
9-a?ae?aceiiae?eaeeio, o ?ic/eiao yeeo oaooi-i??ieo ia?aoai?aiue ia
?nio?.

Aea/aiiy eeneioii-iniiaieo aeanoeainoae cai?uaieo
ae?eaeei?e-9-o?iioeoiaeo eeneio (17 niieoe) iieacaei, ui ?o eeneioi?noue
aeoaea iecueea ? ciaioo?oueny c aaaaeaiiyi aei iieaeoee aeiii?ieo
cai?niee?a. Aeey iaio aeine?aeaeaieo ?aaeoe?eieo na??e ni?aaaaeeeai
??aiyiiy Aaiiaoa c 122.2, ui aeicaieeei iaea?aeaoe ?aeeia ei?aeyoe?eia
??aiyiiy ca’yceo ?Ea — ():

?Ea = (12.940.08) — (2.290.15)
(19)

n = 17 S = 0.110 R = 0.957

?acoeueoaoe aeine?aeaeaiiy ?aaeoe?eii? caeaoiino? iio?aeieo ae?eaeeio
aeei-?enoai? aeey iioei?caoe?? neioaco ?o /eneaiieo a?ieia?/ii aeoeaieo
iio?aeieo, aeey eiii’thoa?iiai iiaeaethaaiiy iioaioe?eieo e?ea?nueeeo
i?aia?ao?a oeueiai eeano.

?ic?iaeaia iaoiaeeea aeeoa?aioe?eiiai aecia/aiiy aoeaoeenae?oeeeiai?
eeneioe, ?? oei?aia?ae?eaeo ? oei?iaiaeiaai? eeneioe a oaoiieia?/ieo
noi?oao. Aiia aaco?oueny ia iaaiaeiiio oeo?oaaii? a?eueii? ICl ?ic/eiii
ai?aeii??eio c 2-iaoiene-6,9-aeeoei?ae?eaeeiii ye ?iaeeeaoi?ii,
ianooiiei iaoaiie?cii aoeeeoei?eaeo i?e iaa??aaii? ? aiaeia?/iei
aecia/aii? ICl, ui aeae?eeeany. Ai?no aoeaoeenae?oeeeiai? eeneioe
aecia/athoue oeo?oaaiiyi iaoaiieueiei ?ic/eiii EII. Iaoiaeeea
naeaeoeaia, aeni?ania.

?ic?iaeaia iaoiaeeea aeeoa?aioe?eiiai aecia/aiiy aeeoai?eai?io,
4-ai?-iiaeeoai?eai?io, ae?aoaio OI o no?/ieo ? i?e?iaeieo aiaeao, yea
caniiaaia ia aeno?aoe?? ai?i?a oei?ioi?iii ? ?o ianooiiei
aaci-o?iiaoia?ao?/iei aecia/aiiyi c aeei?enoaiiyi
6-oei?-7-aeeiaoeenoeueoaii?e-9-ai?iiae?eaeeio ye aioo??oiueiai
noaiaea?oo. Aecia/ai? iioeiaeuei? oiiae aeno?aeoe?? ? o?iiaoia?aooaaiiy.
Iaoiaeeea /ooeeaa, naeaeoeaia, iaae?eia.

AeINE?AeAEAIIss E?EUeE?NIEO NI?AA?AeIIOAIUe

NO?OEOO?A –A?IEIA?*IA AEOEAI?NOUe O ?ssAeO IIO?AeIEO

-OAI?EAIO?AI?EIAEO EENEIO OA AE?EAeEIO

Anoaiiaeaiiy ca’yceo i?ae no?oeoo?ith ?a/iaeie ? ?? a?ieia?/iith
aeoeai?noth – iaeia c aeooaeuei?oeo i?iaeai ni?yiiaaiiai iiaeaethaaiiy
iioaioe?eieo oa?iaoeaaoe/ieo i?aia?ao?a, ai ? aaeeiith ?icoiiith
aeueoa?iaoeaith oioaeueiiio aenieicao?aoiiio a?ieia?/iiio ne?ei?iao.
Ni?aa?aeiioaiiy aeine?aeaeoaaeeny ca o?ueiia ??cieie iaoiaeaie:

1. Aii??e/iei aaeeoeaiei iaoiaeii O??-A?eueniia, yeee aeiaaa? eeoa
aaee/eie a?ieia?/iiai a?aeaoeo.

2. O?i?/ii? oiiieia?? oa oai??? a?ao?a.

3. O?ceei-o?i?/iei iaoiaeii, yeee aeicaiey? i?iaiae?coaaoe aieea
o?ce-ei-o?i?/ieo ia?aiao??a iieaeoee ia ?? a?ieia?/io aeoeai?noue.

Ca iaoiaeii O??-A?eueniia i?iaiae?ciaaia i?ioecaiaeueia aeoeai?noue a
?cino?oeoo?ieo ?yaeao cai?uaieo -OAE, ?o a?ae?aceae?a oa
o?inai?ea?aaceae?a. A?ieia?/ia aeoeai?noue niieoee (lgI) ca oeei
iaoiaeii aecia/a?oueny noiith aiane?a ai eiaeiiai cai?nieea o iaaiiio
iieiaeaii? a iieaeoe?:

lgI = lgI0 + Si ai
(20)

aea lgI0 – aeoeai?noue iacai?uaii? no?oeoo?e;

Si- e?eoa??e E?iiaea?a: Si = 0, yeui cai?niee a?aenooi?e,

Si= 1 i?e eiai iayaiino?;

ai – ?ie?aiaio, ui aiineoue cai?niee.

?ica’ycoth/e nenoaio iaea?aeaieo ??aiyiue aaaaoioaeoi?iei ei?aey-oe?eiei
aiae?cii, ?ic?aoiaai? aianee cai?niee?a aei i?ioecaiaeueii? aeoea-iino?.
Iai?eeeaae, aeey cai?uaieo -OAE aianee cai?niee?a a aio?ai?eiaiio
o?aaiaio? aeiaeaoi? ? ciaioothoueny a ?yaeo:

4-NO2>5-SO2NH2>5-SO2NHCH3>5-SO2N(C2H5)2>SO2NHC4H9>

5-SO2N(CH3)2> 4-Cl

Aianee cai?niee?a o iaaio?ai?eiaiio o?aaiaio? ??ci? ca ciaeii ?
cieaeothoueny a ?yaeo:

3-CH3>3-ICH3>4-Cl >4-ICH3>2-Cl>2-CH3>2-ICH3>4-CH3

Ii/eiath/e c 2-Cl ?aaeeeaeo aianee a?ae’?ii?.

Ia /eneaiiiio aenia?eiaioaeueiiio iaoa??ae? aeiaaaeaia iaae?ei?noue
i?iaiico ca iaea?aeaieie ei?aeyoe?eieie ??aiyiiyie.

Oai?aoeei-a?aoia? ? oiiieia?/i? oyaeaiiy iaaoaathoue ana c?inoath/i? ca
nai?th aaaeeea?noth ?ie? a ??cieo aaeocyo o?i??. A ?iaio? c
aeei?enoaiiyi oai?aoeei-a?aoiaiai iieno iieaeoee aeine?aeaeaii ca’ycie
o?i?/ia no?oeoo?a – a?ieia?/ia aeoeai?noue iio?aeieo ae?eaeeio.
?ic?aoiaai? iieaeoey?i? ?iaeaene ca’yciino? (R), ui iienothoue
oiiieia?th iieaeoee, aeey cai?uaieo 9-o?iae?e-aeiio,
ae?eaeei?e-9-o?iioeoiaeo eeneio, 9-a?ae?aceiiae?eaeeio:

R = (Vi Vj)-1/2 (21)

aea Vi,Vj –nooiai? aa?oei i, j a a?ao?; i?aenoioaaiiy i?iaiaeeoueny ca
an?ia

?aa?aie a?aoo.

Aeiaaaeaia e?i?eia ei?aeyoe?y i?ioecaiaeueii? ? aiaeueaaoe/ii?
aeoeaiino? niieoe c ?o ?iaeaenaie ca’yciino? (oaae. 7). ?? aiae?c
aeyaea, ui i?ioecaiaeueia aeoeai?noue niieoe aioeaaoia ?o R , ye ?
aiaeueaaoe/ia aeoeai?noue o?iiio?aeieo. Aiaeueaaoe/ia aeoeai?noue
cai?uaieo 9-a?ae?aceiiae?eaeeio ca?eueoo?oueny c c?inoaiiyi ?o ?iaeaen?a
ca’yciino?. Iaae?ei?noue i?iaiico ca oeeie ??aiyiiyie i?aeoaa?aeaeaia
ni?yiiaaiei neioacii ia?niaeoeaieo oa?iaeioi??a:
3-oei?-ae?eaeei?e-9-o?iioeoiai? eeneioe – aioeoeia?noeea, ii?oie?iiai?
nie? 2-iaoi-ene-6-oei?ae?eaeei?e-9-o?iioeoiai? eeneioe – aiaeueaaoeea.
Iieacaia ia?niae-oeai?noue aeei?enoaiiy oai??? a?ao?a aeey
iicaaenia?eiaioaeueiiai i?iaii-coaaiiy a?ieia?/ii? aeoeaiino? iio?aeieo
ae?eaeeio.

Aeey aeine?aeaeaiiy e?euee?niiai cayceo a?ieia?/ii? aeoeaiino? /eneaiieo
iio?aeieo -OAE oa ae?eaeeio c o?ceei-o?i?/ieie ia?aiao?aie iieaeoe
canoiniaaiee iaoiae Oaioa, ui aaco?oueny ia e?i?ei?e caeaaeiino? aia?a??
i?ioeano a?ae o?ceei-o?i?/ieo ia?aiao??a niieoee, ye? aaaaeathoueny
iacaeaaeieie ia?ai?iieie. Ca oe??th iiaeaeeth a?ieia?/ia ae?y niieoee
iaoiiaeaia ?? i?iieeiaiiyi e??cue a?iiaia?aio oa iiaeaeueoith
aca?iiae??th c ?aoeaioi?ii. Ia?oee i?ioean caeaaeeoue a?ae o?ainii?oieo
aeanoeainoae iieaeoee, ye? oa?aeoa?ecothoueny ia?aiao?aie ??
a?ae?ioiaiino?. Ae?oaee iaoiiaeaiee aeaeo?iiiith no?oeoo?ith iieaeoee.
Ia?aiao?aie a?ae?ioiaiino? neoaeeee eiaa?eoie eiao?oe??io?a ?iciiae?eo
(lg?) a nenoai? ieoaiie-aiaea, aecia/ai? iaie aenia?eiaioaeueii, aai
eiinoaioe a?ae?ioiaiino? , ?ic?aoiaai? c iaea?aeaieo aenia?eiaioaeueieo
aeaieo. sse ia?aiao?e, caeaaei? a?ae aeaeo?iiii? no?oeoo?e iieaeoee,
canoiniaai? aaee/eie ?Ea aeey ?a/iaei, ui ?ii?cothoueny, aai -eiinoaio
Aaiiaoa aeey ia?iiiaaieo niieoe. I??a a?ia?aeaoeo – eiaa?eoi ?iaeaeno
a?ieia?/ii? aeoeaiino? (lgAA). ?ic?aooiie iioeiaeueieo ei?aeyoe?eieo
??aiyiue, iienoth/eo ca’ycie lgAA c ia?aieie ia?aiao?aie, aeeiioaaany ca
iaoiaeii aaaaoioaeoi?iiai aiae?co c aeeth/aiiyi ia?ai?iieo.

Caeaaei?noue i?ioecaiaeueii? aeoeaiino? cai?uaieo -OAE a?ae ?o
o?ceei-o?i?/ieo ia?aiao??a iieno?oueny ??aiyiiyi:

lgI = 1.829 – 0.020?Ea – 0.027lgP – 0.011lg2P
(22)

n = 37 S = 0.032 R
= 0.945

Ca?aeii c (22) lgI e?i?eii caeaaeeoue a?ae eeneioii-iniiaieo
aeanoeainoae. Ca?eueoaiiy eeneioiino? neiaaoii i?aeaeuo?
aioeoeia?noe/io ae?th. Caeaaei?noue lgI -( lgP) aeinyaa? iaeneioia i?e
lgP = -2.6, ui nooo?ai ieae/a aenia?eiaioaeueieo lgP cai?uaieo -OAE.
Oiaoi ?aaeueii niinoa?aaeai? lgP ?icoaoiaai? ia niaaei?e ae?eyioe?
ia?aaiee, aea c?inoaiiy lgP i?ecaiaeeoue aei iineaaeaiiy i?ioecaiaeueii?
ae??. Aeniea i?iaiicoth/a caeaoi?noue ??aiyiiy (22) aeiaaaeaia ia
/eneaiieo cai?uaieo -OAE, o oiio /ene? e?ea?nueeeo i?aia?aoao –
iaoaiai?iia?e ? iaeeioaiai?iia?e eeneioao.

Aeey a?eueoino? (80%) c 7 aeine?aeaeaieo ?cino?oeoo?ieo na??e iio?aeieo
-OAE iioeiaeuei? ei?aeyoe?ei? ??aiyiiy ca’yceo lgI c o?ceei-o?i?/ieie
ia?aiao?aie niieoe aiaeia?/i? (22). Aeey cai?uaieo -OAE, ?o nieae,
ae?aee?eai?iiaoeeiaeo ? iaoeeiaeo ao???a, ien?aee?eai?ae?a,
a?ae?aceae?a, o?inai?ea?aaceae?a i?ioecaiaeueia aeoeai?noue e?i?eii
caeaaeeoue a?ae aeaeo?iiii? no?oeoo?e (?Ea, ) ? ia?aaie?/ii a?ae
o?ainii?oieo aeanoeainoae. ?nioaaiiy ?aeeii? iaoaiaoe/ii? iiaeae?
aioeoeia?noe/ii? ae?? oeeo niieoe aeaco? ia iaeiioeii?noue ?? iaoai?cio.
Ia aaeeeiio aenia?eiaioaeueiiio iaoa??ae? aeiaaaeaia aeniea i?iaiicoth/a
cae?ai?noue oeeo ??aiyiue. ?o aeei?enoaiiy aeicaieeei ni?yiiaaii
neioacoaaoe ieceo aeoeaieo aioeoeia?noee?a.

Ei?aeyoe?eiee aiae?c ca’yceo aiaeueaaoe/ii? aeoeaiino?
iio?aeieo -OAE (eeneioe, ?o ae?aee?eai?iiaee?eia? ao??e,
ien?aee?eai?aee, a?ae?aceaee, o?inai?ea?aaceaee) c ?o o?ceei-o?i?/ieie
ia?aiao?aie aeyaea, ui aeey an?o 7 aeine?aeaeaieo ?cino?oeoo?ieo na??e
caeaaei?noue lgA a?ae ?Ea () ? lgP () ia? iae?i?eiee oa?aeoa? ?
iieno?oueny ??aiyiiyie caaaeueiiai oeio:

lgA = a + b?Ea () + clgP () + d ?Ea ()lgP () (23)

Ca?aeii iaea?aeaii? iaoaiaoe/ii? iiaeae? aiaeueaaoe/ia aeoeai?noue
c?inoa? c? ciaioaiiyi eeneioiino? ? e?iio?eueiino? iieaeoee. Aea
caeaaei?noue ia? ia?ao?aniee /eai, oiaoi aieea cai?niee?a ia aaeeoeaiee.
?nioaaiiy ?aeeii? iiaeae? caeaaeiino? lgA a?ae o?ceei-o?i?/ieo
ia?aiao??a niieoe aeicaiey? i?eionoeoe iaeiioeii?noue iaoai?cio
aiaeueaaoe/ii? ae?? an?o aeine?aeaeaieo ?cino?oeoo?ieo ?yae?a. O?aaa
a?aecia/eoe, ui aeei?enoaiiy ye o?ceei-o?i?/iiai ia?aiao?o eiinoaio
oaeaeeino? ?aaeoe?? eoaeiiai a?ae?ie?co ao???a ye iiaeeeaiai oeyoo ?o
iaoaaie?cio a i?aai?ci?, nooo?ai iie?auo? noaoenoe/i? oa?aeoa?en-oeee
a?aeiia?aeieo ei?aeyoe?eieo ??aiyiue. ?ic?aoiaaia ca oeeie ??aiyiiyie
aiaeueaaoe/ia aeoeai?noue e?ea?nueeeo i?aia?ao?a — iaoaiai?iiai? ?
iaeeioaiai?iiai? eeneio aeecueea aei aenia?eiaioaeueii?, ui aeiaeaoeiai
i?aeoaa?aeaeo? iaae?ei?noue i?iaiico.

I?e aeine?aeaeaii? aieeao aeaeo?iiieo ? a?ae?ioiaieo ia?aiao??a
cai?uaieo -OAE oa ?o eae??aeo nieae ia ae?o?aoe/io ae?th aecia/aii, ui
iioeiaeueieie ? ei?aeyoe?ei? ??aiyiiy oeio:

lgD = a + b?Ea () + clgP () + d lg2P () (24)

Ca?aeii c (24) ae?o?ac e?i?eii caeaaeeoue a?ae eeneioiino? ? ia?aaie?/ii
a?ae o?ainii?oieo aeanoeainoae iieaeoe.

Canoinoaaiiy noai?aii? iaoaiaoe/ii? iiaeae? aeicaieeei neioacoaaoe
ae?o?aoeee, aeoeai?o? ca aeeoei?o?aceae o 1.5 ?ace.

Caeaaei?noue i?ioecaiaeueii? aeoeaiino? iio?aeieo ae?eaeeio (cai?uai?
6-oei?-4-ea?aieneoai?eai?iiae?eaeeio, 9-iaoeeai?iiae?eaeeio,
9-a?ae?aceiiae?eaeeio, ae?eaeei?e-9-o?iioeoiai? eeneioe) a?ae ?o
o?ceei-o?i?/ieo ia?aiao??a ia? aeaeyae:

lgI = a + b?Ea + c?Ea2 + d
(25)

Iaea?aeaia iaoaiaoe/ia iiaeaeue aeaco?, ui i?ioecaiaeueia aeoeai?noue
iio?aeieo ae?eaeeio c?inoa? c ca?eueoaiiyi e?iio?eueiino? e?i?eii.
Caeaaei?noue lgI a?ae eeneioiino? niieoe ia?aaie?/ia. Ne?ae a?aei?oeoe,
ui aeey iio?aeieo 9-ai?ii- oa 9-a?ae?aceiiae?eaeeio caeaaei?noue
i?ioiaeeoue iaeneioi, ia a?aei?io a?ae iio?aeieo
ae?eaeei?e-9-o?iioeoiai? eeneioe, ui iathoue i?i?iaeueio aeoeai?noue i?e
?Ea = 11.7. Aeei?enoiaoth/e oea ??aiyiiy, aoei ni?yiiaaii iaea?aeaii e
i?aeoaa?aeaeaii aenieo aioeoeia?noe/io aeoeai?noue iiiaae 7 niieoe.

Caeaaei?noue aioeaaeoa??aeueii? aeoeaiino? (lgAA) cai?uaieo ae?eaeeio
a?ae ?o o?ceei-o?i?/ieo ia?aiao??a iieno?oueny ??aiyiiyi:

lgAA = a + b?Ea + c?Ea2 (26)

Ca?aeii c (26) caeaaei?noue aioeaaeoa??aeueii? ae?? a?ae ?Ea
ia?aaie?/ia, i?ioiaeeoue iaeneioi, aea cia/aiiy ?Ea iao nooo?ai aeua
?aaeueieo ?Ea niieoe oeueiai ?cino?oeoo?iiai ?yaeo. Oiaoi c?inoaiiy
iniiaiino? ?a/iaei ni?ey? i?aeaeuaiith ?o aioeaaeoa??aeueii? aeoeaiino?.
E?iio?euei? aeanoeaino? i?aeoe/-ii ia ieacothoue aieeao ia
aioeaaeoa??aeueio aeoeai?noue. C aeei?enoaiiyi oe??? iaoaiaoe/ii?
iiaeae? iaea?aeaii neeueiiae?th/ee aioenaioee – aeeiae?eaeei.

Aeine?aeaeaiiy e?euee?nieo ni?aa?aeiioaiue no?oeoo?a – a?ieia?/ia
aeoeai?noue iio?aeieo -OAE oa ae?eaeeio aeicaieeei neiino?othaaoe ?
ni?yiiaaii iaea?aeaoe iiiaae 20 aeoeaieo oa?iaeioi??a.

AENIIAEE

1. Nenoaiaoe/ii aeine?aeaeai? eeneioii-iniiai? aeanoeaino?
oa?iaeieia?/ii aeoeaieo cai?uaieo -OAE (120 niieoe). Iieacaii, ui
/ooeea?noue ?aaeoe?eiiai oeaio?o aei aieeao cai?niee?a o aio?ai?eiaiio
o?aaiaio? iieaeoee a 2.3 ?ace a?eueoa i?ae o iaaio?ai?eiaiio. Aeyaeaia
?ciethth/a ?ieue i?noeiai? I-a?oie. Aeiaaaeaii, ui ?aaeoe?ei? eiinoaioe
IR. Iaea?aeaia ?aeeia ei?aeyoe?eia ??aiyiiy ca’yceo ?Ea c -eiinoaioaie
cai?niee?a a iaio o?aaiaioao iieaeoee, ui aeei?enoiao?oueny aeey
e?euee?nieo i?iaiic?a eeneioii-iniiaieo aeanoeainoae niieoe oeueiai
eeano.

2. Oeyoii aea/aiiy aeaeo?e/ii? i?ia?aeiino? ?ic/ei?a cai?uaieo

-OAE i?e ??cieo oaiia?aoo?ao aeine?aeaeaia oa?iiaeeiai?ea i?ioeano ?o
?ii?caoe??, aeyaeaia eiai aiaeioa?i?/i?noue c ia?aaaaeath/ei aieeaii
aio?ii?eiiai oaeoi?o; aeiaaaeaii, ui i?e an?o oaiia?aoo?ao IR oa a 2
?ace iaioa ca cai?uaieo aaicieieo eeneio, iieacaia ?ciaio?ii?ei?noue
?aaeoe?eii? na???.

3. Nenoaiaoe/ii aeine?aeaeaii i?ioean ?iciiae?eo 115 cai?uaieo -OAE o
nenoai? ieoaiie-aiaea, aecia/ai? eiao?oe??ioe ?iciiae?eo, iieacaia ?o
aaeeoeai?noue. ?ic?aoiaai? eiinoaioe a?ae?ioiaiino? 21 ie?aiiai
iieaeoey?iiai o?aaiaioo, aeiaaaeaia ?o aeniea i?iaiicoth/a caeaoi?noue.
Iaea?aeai? ia?aiao?e aeei?enoai? aeey iiaeaethaaiiy caeaaeiino?
a?ieia?/ii? aeoeaiino? niieoe a?ae ?o o?ceei-o?i?/ieo ia?aiao??a.

4. Nenoaiaoe/ii aeine?aeaeaia e?iaoeea ?aaeoe?? eoaeiiai
a?ae?ie?co -ae?aee?eai?iiaoeeiaeo oa iaoeeiaeo ao???a cai?uaieo -OAE
i?e ??cieo oaiia?aoo?ao. *eneaiieie oanoaie aeiaaaeaii ?? ae?oaee
ii?yaeie, aecia/ai? eiinoaioe oaeaeeino? ? aeyaeaii ?o c?inoaiiy c
ca?eueoaiiyi aeaeo?io?eueiino? aoiio aoaeaoeth ?aaeoe?eiiai oeaio?o oa
neiaaoi?noue nee? a?aeiia?aeieo eeneio. ??aiyiiy Aaiiaoa ni?aaaaeeeai ia
eeoa aeey ia?a- oa iaoa-, aea e aeey i?oi-cai?uaieo c iaeiaeiai
iaaaeeeeie ?aaeoe?eieie eiinoaioaie, ui ciaioothoueny c c?inoaiiyi
oaiia?aoo?e. Aaaaoioaeoi?iei ei?aeyoe?eiei aiae?cii aeiaaaeaii, ui
?iaeoeoe?ei? ? ?aciiaini? eiinoaioe aeecuee? aei . Iieacaia
?cie?iaoe/iinoue ?aaeoe?? c aioaeuei?eiei oeiii eiio?ieth. Anoaiiaeaii
?? AAN2 iaoai?ci.

5. Aeine?aeaeai? eeneioii – iniiai? aeanoeaino? a?ae?aceae?a cai?uaieo
-OAE. O iaaeao i?eioeeio EAA aeiaaaeaii, ui IR oa iaio? ca cai?uaieo
ai?e?i?a /a?ac ?ciethth/ee aieea -NII-a?oie. Iaea?aeaia ?aeeia ??aiyiiy
ca’yceo ?EAI+ c -eiinoaioaie Aaiiaoa iaio o?aaiaio?a iieaeoee
aeiaiaeeoue iaeiaeiai iaaaeeeo /ooeea?noue ?aaeoe?eiiai oeaio?o aei
aieeao cai?niee?a oa aeicaiey? c aenieith iaae?ei?noth i?iaiicoaaoe
iniiai?noue /eneaiieo a?ieia?/ii aeoeaieo a?ae?aceae?a cai?uaieo -OAE.

6. Nenoaiaoe/ii aeine?aeaeaia e?iaoeea ?aaeoe?? aoeeethaaiiy
a?ae?aceae?a cai?uaieo -OAE aaici?eoei?eaeii i?e ??cieo oaiia?aoo?ao.
Aeiaaaeaii ?? ae?oaee ii?yaeie, ?ic?aoiaai? /eneaii? e?iaoe/i? oa
aeoeaaoe?ei? ia?aiao?e. ?o aiae?c aeyaea iaaaeeeo /ooeea?noue
?aaeoe?eiiai oeaio?o aei aieeao cai?niee?a; neiaaoi?noue i?ae
?aaeoe?eiith caeaoi?noth a?ae?aceae?a oa ?o iniiai?noth;
?ciia?aiao?e/i?noue ?aaeoe?? c aioaeuei?eiei oeiii eiio?ieth; ??
iaoai?ci (ocaiaeaeaia ioeeaio?eueia cai?uaiiy SN2).

7. Aeine?aeaeai? eeneioii-iniiai? aeanoeaino? cai?uaieo 9-oei?-,
9-ai?ii-, 9-iaoeeai?ii-, 9-a?ae?aceiiae?eaeeio, 9-o?iae?eaeiio,
ae?eaeei?e-9-o?iioeoiaeo eeneio (100 niieoe). Iieacaii, ui aiaethaaiiy
oeeeeo i?aeaeuo? iniiai?noue, aaaaeaiiy 9-I2-a?oie ca?eueoo? iniiai?noue
ia 5 ii?yaee?a (?EAI+ = 5.23), a 9-I-I2-a?oie – eeoa ia 0.22 iaeeieoe?
?EAI+ /a?c oa, ui eao?ii ia?oi? niieoee noaa?e?ciaaii noi?yaeaiiyi;
o?iiia a?oia oaeiae i?aeneeth? iniiai?noue. Aeyaeaia ei?aeyoe?y
?EAI+-(); iaaaeeea /ooeea?noue ?aaeoe?eiiai oeaio?o aei aieeao
cai?niee?a. Ii??aiyiiy i?ioiioaaiiy 4-ai?iii??eaeeio,
4-ai?iio?iie?io, 9-ai?iiae?eaeeio iieacaei, ui aiaethaaiiy oeeeeo
nooo?ai cieaeo? /ooeea?noue acioo aaoa?ioeeeeo. Aecia/aii -eiinoaioe 5
cai?niee?a. Ei?aeyoe?ei? ??aiyiiy ca’yceo ?EAI+-() aeei?enoiaothoueny
aeey i?iaiico eeneioii-iniiaieo aeanoeainoae niieoe oeeo ?cino?oeoo?ieo
?yae?a.

8. Nenoaiaoe/ii aeine?aeaeaia e?iaoeea ?aaeoe?? aoeeethaaiiy cai?uaieo
9-a?ae?aceiiae?eaeeio aaici?eoei?eaeii. Anoaiiaeaii ?? ae?oaee ii?yaeie.
Iieacaii, ui aeiii?i? a?oie ca?eueoothoue oaeaee?noue ?aaeoe?? /a?ac
c?inoaiiy ioeeaio?eueiino? ?aaeoe?eiiai oeaio?o. Ia iniia? i?eioeeio EAA
cae?eniaia ei?aeyoe?y e?iaoe/ieo ia?aiao??a c -eiinoaioaie Aaiiaoa,
aeyaeaii, ui iaaaeee? /a?ac iacia/iee ?iciiae?e ca?yae?a o ia?ao?aeiiio
noai? ? ciaioothoueny c c?inoaiiyi oaiia?aoo?e. Iieacaii, ui aiaethaaiiy
oeeeeo i?ecaiaeeoue aei cieaeaiiy /ooeeaino? ?aaeoe?eiiai oeaio?o.
Aeiaaaeaia ?cie?iaoe/i?noue ?aaeoe??, ?? SN2 iaoai?ci.

9. C aeei?enoaiiyi 2-iaoiene-6,9-aeeoei?ae?eaeeio ye ?iaeeeaoi?o
?ic?iaeaia iaoiaeeea aeeoa?aioe?eiiai aecia/aiiy oei?aia?ae?eaeo
aoeaoeenae?oeeeiai? eeneioe, aoeaoeenae?oeeeiai? oa oei?iaiaeiaai?
eeneio o oaoiieia?/ieo noi?oao, caniiaaia ia iaaiaeiiio oeo?oaaii?
ai?aeiie?eiii, eae?y a?ae?ieneaeii oa iaoaiie?c? aoeeeaaeiaai?aeo.
Iaoiaeeea naeaeoeaia, aeni?ania.

10. C aeei?enoaiiiyi 6-oei?-7-aeeiaoeeai?iinoeueoaii?e-9-ai?iiae?eaeeio
ye aioo??oiueiai noaiaea?oo ?ic?iaeaia aeno?aeoe?eii-o?iiaoia?ao?/ia
iaoiaeeea aeeoa?aioe?eiiai aecia/aiiy aeeoai?eai?io, 4-aeeoai?eai?io,
ae?aoaio OI o no?/ieo ? i?e?iaeieo aiaeao. Iaoiaeeea /ooeeaa,
naeaeoeaia, iaae?eia.

11. ??cieie iaoiaeaie (aii??e/iei aaeeoeaiei, o?i?/ii? oiiieia?? ?
oai??? a?ao?a, o?ceei-o?i?/iei) c aeei?enoaiiyi aecia/aieo
o?ceei-o?i?/ieo oa e?iaoe/ieo ia?aiao??a noai?ai? aaeaeaaoi? iaoaiaoe/i?
iiaeae? caeaaeiino? i?ioecaiaeueii?, aiaeueaaoe/ii?, ae?o?aoe/ii?,
aioeaaeoa??aeueii? aeoeaiino? /eneaiieo iio?aeieo -OAE oa ae?eaeeio a?ae
?o no?oeoo?e, ui aeicaieeei ni?yiiaaii neioacoaaoe ieceo aeoeaieo
aioeoeia?noee?a, ae?o?aoee?a, aiaeueaaoee?a, aioenaioee?a.

12. Nenoaiaoe/ia aeine?aeaeaiiy ca’yceo no?oeoo?a – a?ieia?/ia
aeoea-i?noue, ?aaeoe?eii? caeaoiino? iio?aeieo -OAE oa ae?eaeeio
caaacia/othoue iaoeiai-iaa?oioiaaio aaco aeey iieaeoey?iiai aeecaeio ?
iioei?caoe?? neioaco iaeia?niaeoeai?oeo oa?iaeioi??a oeeo eean?a.

NIENIE IIOAEEEIAAIEO I?AOeUe

CA OAIITH AeENA?OAOe??

1. Reactivity of Aromatic and Heterocyclic Hydrazine Derivatives. *I.
Reaction Kinetics of Acylating Chlorosubstituted Hydrazides of Aromatic
Carboxylic Acid with Benzoyl Chloride in Chloroform / E.N.Svechnicova,
A.N.Gaidukevich, E.Ya.Levitin, A.A.Kravchenko, S.G.Leonova, E.V.Dynnik
// Organic Reactivity. -1984. –Vol.XXI, issue 1(73). –P.76-82.

2. *II. Reaction Kinetics of Acylation 2-Chlorine-5-sulfamoylbenzoic
Acid Hydrazides Derivatives with Benzoyl Chloride in Chloroform /
E.N.Svechnicova, A.N.Gaidukevich, E.V.Dynnik, S.G.Leonova // Organic
Reactivity. -1984. –Vol.XXI, issue 3(75). –P.247-254.

3. *III. Reaction Kinetics of Acylation of 9- Hydrazinoacridine
Derivatives with Benzoyl Chloride in Chloroform / A.N.Gaidukevich,
E.N.Svechnicova, G.P.Kazakov, V.V.Pinchuk, E.Ya.Levitin // Organic
Reactivity. -1984. –Vol.XXI, issue 3(75). –P.285-294.

4. **, ** Aeae? caaaeueia iacaa oeeo na??e noaoae aeeeth/aia

IV. Kinetics of Benzoylation Reactions of Hydrazinoacridines in
Chloroform / A.N.Gaidukevich, E.N.Svechnicova, G.P.Kazakov,
A.A.Kravchenko // Organic Reactivity. -1986. –Vol.XXIII, issue 2(82).
–P.111-119.

5. Reactivity of Derivatives of Phenylanthranilic Acid. **I. Reaction
Kinetics of Alkaline Hydrolysis of 4’-Derivatives of -Dimethylaminoethyl
Ester of 4-Chlo-ro-N- phenylanthranilic Acid in Binary Dioxane-Water
Solvent / A.N.Gaiduke-vich, E.N.Svechnicova, G.P.Kazakov, T.A.Kostina //
Organic Reactivity. -1986. –Vol.XXIII, issue 4(84). –P.440-449.

6. *V. Interdependence of IR Spectra and Kinetic Characteristics of
Acylation Reaction of 6- Chlorine-9-Hydrazinoacridine Derivatives /
T.I.Arseneva, A.N.Gaidukevich, G.P.Kazakov, A.A.Kravchenko
E.N.Svechnicova // Organic Reactivity. -1987 –Vol.XXIV, issue 1(85).
–P.63-69.

7. Gaidukevich A.N., Svechnicova E.N., Sim G.**II. Kinetics of Alkaline
Hydro-lysis Reaction of Methyl Ester 4-Nitro- N- phenylanthranilic Acid
in Binary Dioxane -Water Solvent // Organic Reactivity. -1987.
–Vol.XXIV, issue 2(86). –P.131-142.

8. Gaidukevich A.N., Svechnicova E.N., Sim G.*VI. Kinetics of
Benzoylation Reactions of Hydrazides of 4-Nitro- N- phenylanthranilic
Acid // Organic Reacti-vity. -1987. –Vol.XXIV, issue 2(86). –P.143-155.

9. Eiee/enoaaiiia ii?aaeaeaiea iieoi?iaeoeoia i?iecaiaenoaa eoia?eiiauo
i?aia?aoia a oaoiieiae/aneeo nianyo. / A.I. Aaeaeoeaae/,
A.A.A?aaaiueeia, A.I.Naa/ieeiaa, O.A.AEoeiaa, I.N.?aaeiiae/ //
Oei.-oa?iaoe. aeo?i. – 1987. -?1.-N.1392-1394.

10. Gaidukevich A.N., Svechnicova E.N., Mikitenko E.E.** III. Kinetics
of Alka-line Hydrolysis Reaction of Methyl Ester
4-Chloro-5-nitro-N-phenylanthranilic Acid in Binary Dioxane -Water
Solvent // Organic Reactivity. -1987. –Vol.XXIV, issue 3(87).
–P.348-357.

11. Gaidukevich A.N., Svechnicova E.N., Mikitenko E.E.** VII. Kinetics
of Acylation Reaction of Hydrazides, Derivatives of Ortho-Chlorobenzoic
Acid with Benzoyl Chloride in Chloroform // Organic Reactivity. -1987.
–Vol.XXIV, issue 4(88). –P.500-507.

12. ** VI. Kinetics of Alkaline Hydrolysis Reaction of Derivatives of
-Di-ethylaminoethyl Ester of 4-Chloro-N- phenylanthranilic Acid in
Binary Dioxane-Water Solvent / A.N.Gaidukevich, E.N.Svechnicova,
G.P.Kazakov, T.A.Kostina // Organic Reactivity. -1988. –Vol.XXV, issue
2(90). –P.176-188.

13. ** VII. Kinetics of Alkaline Hydrolysis of 2’- Derivatives of
-Dimethyl-aminoethyl Ester of 4-Chloro-N- phenylanthranilic Acid in
Binary Dioxane-Water Solvent / A.N.Gaidukevich, E.N.Svechnicova,
G.P.Kazakov, T.A.Kostina // Organic Reactivity. -1989. –Vol.XXVI, issue
3(95)-4(96). –P.170-187.

14. **VII. Acid-Base Properties of Derivatives of Phenylanthranilic Acid
in Binary Solvent Dioxane-Water / A.N.Gaidukevich, E.N.Svechnicova,
E.V.Dynnik, A.A.Kravchenko, E.E. Mikitenko, V.N.Vydashenko // Organic
Reactivity. -1990. –Vol.XXVII, issue 1(97)-2(98). –P.87-96.

15. **IX. Acid-Base Properties of Sulfamoilic Derivatives of
Phenylanthranilic Acid in Mixed Solvent Dioxane-Water / A.N.Gaidukevich,
E.N.Svechnicova, S.V.Kolesnic, E.V.Dynnik, V.N.Vydashenko, S.G.Leonova
// Organic Reactivity. -1990. –Vol.XXVII, issue 3(99)-4(100).
–P.152-158.

16. Aaeaeoeaae/ I.I., Na?/i?eiaa I.I., Eino?ia O.A. E?euee?niee aiae?c
a?ieia?/ii aeoeaieo iio?aeieo oai?eaio?ai?eiai? eeneioe e ae?eaeeio. I.
Aecia/aiiy iio?aeieo oai?eaio?ai?eiai? eeneioe iaoiaeii aeaioaciiai
oeo?oaaiiy // Oa?iaoe. aeo?i. — 1990. — ?5. – N.43-46.

17. Neioac, oeceei-oeie/aneea naienoaa e aeieiae/aneay aeoeaiinoue
noeueoaiieeueiuo i?iecaiaeiuo oaieeaio?aieeiaie eeneiou
/.A.I.Aaeaeoeaae/, O.E.A?naiueaaa, TH.A.Nu/, A.I.Naa/ieeiaa, A.I.Eacaeia
// Iooe iiauoaiey yooaeoeaiinoe oa?iaoeaaoe/aneie iaoee e i?aeoeee. –
Caii?iaeuea, 1991. – N. 277-280.

18. Aaeaeoeaae/ A.I., Naa/ieeiaa A.I., Einoeia O.A. Enneaaeiaaiea
eeiioeeueiuo naienoa i?iecaiaeiuo oaieeaio?aieeiaie eeneiou //
Oei.-oa?iaoe. aeo?i. – 1992. — ?1. – N.87-88.

19. ** IV. Enneaaeiaaiea ei??aeyoeeiiiie caaeneiinoe ia?aiao?ia
EE-niaeo?ia e eeiaoe/aneeo oa?aeoa?enoee ?aaeoeee uaei/iiai aeae?ieeca
iaoeeiauo yoe?ia i?iecaiaeiuo 4-oei?-5-ieo?i-N-oaieeaio?aieeiaie eeneiou
/ A.I.Aaeaeoeaae/, O.E.A?naiueaaa, A.I.Naa/ieeiaa, A.A.Ieeeoaiei //
AEo?i. iau. oeiee. – 1992. –O.62, aui.7. – N.1589-1591.

20. ** V. Enneaaeiaaiea ei??aeyoeeiiiie caaeneiinoe oeceei-oeie/aneeo
naienoa e aeieiae/aneie aeoeaiinoe a ?yaeo i?iecaiaeiuo
4-oei?-5-ieo?i-N-oaieeaio?aieeiaie eeneiou / A.I.Aaeaeoeaae/,
A.I.Naa/ieeiaa, A.A.Ieeeoaiei, O.A.Einoeia, Iioaiaae Aa??aea // AEo?i.
i?aai. oeiee. – 1993. –O.29, aui.8. – N.1578-1581.

21. **O. Eeneioii-iniiaiua naienoaa i?iecaiaeiuo
4-noeueoaiieeoaieeai-o?aieeiaie eeneiou a niaoaiiii ?anoi?eoaea
aeeienai-aiaea / A.I.Aaeaeoeaae/, A.I.Naa/ieeiaa, I.TH.Aieee,
E.E.Aa?aiiaa, E.A.O?ioeei // AEo?i. iau. oeiee. – 1994. –O.64, aui.5. –
N.818-819.

22. ** OI. Eeiaoeea ?aaeoeee uaei/iiai aeae?ieeca i?iecaiaeiuo
iaoeeiaiai yoe?a 4-noeueoaiieeoaieeaio?aieeiaie eeneiou a aeia?iii
?anoai?eoaea aeeienai-aiaea / A.I.Aaeaeoeaae/, A.I.Naa/ieeiaa,
A.A.Ieeeoaiei, I.TH.Aieee // AEo?i. iau. oeiee. – 1994. –O.64, aui. 10.
– N.1705-1709.

23. Aeine?aeaeaiiy ?aaeoe?eii? caeaoiino? noeueoaii?eaaicieii? eeneioe
ye ia?niaeoeaieo ianoa?i?aeieo i?ioecaiaeueieo cania?a /
I.I.Aaeaeoeaae/, I.I.Na?/i?eiaa, I.TH.Aie?e, I.?.Ieeeoaiei, O.A.AEoeiaa,
O.A.Eino?ia // A?niee oa?iaoe??. – 1995. — ?1-2. – N.49-52.

24. Aiae?oe/i? iiaeeeaino? ? e?euee?ni? ni?aa?aeiioaiiy “no?oeoo?a –
a?ieia?/ia aeoeai?noue” noeueoaii?eueieo iio?aeieo oai?eaio?ai?eiaie
eeneioe / I.I.Aaeaeoeaae/, O.A.AEoeiaa, I.I.Na?/i?eiaa, E.A.Aeeiie?e,
TH.A.Ne/, N.A.Eaiiiaa, I.?.Oeo?aiei, A.I.Ii?ic // A?niee oa?iaoe??. –
1996. — ?1-2. – N.61-65.

25. Enneaaeiaaiea eiee/anoaaiiuo niioiioaiee no?oeoo?a-aeoeaiinoue a
?yaeo oeinaieea?aaceaeia, i?iecaiaeiuo oaieeaio?aieeiaie eeneiou /
A.I.Aaeaeoeaae/, A.I.Naa/ieeiaa, E.A.Coiaiaoe, A.Nei // Oei.-oa?iaoe.
aeo?i. – 1996. — ?12. – N.43-45.

26. Naa/ieeiaa A.I. Neioac, ?aaeoeeiiiay niiniaiinoue caiauaiiuo
9-oeiae-?eaeiiia // AEo?i. iau. oeiee. – 1997. –O.67, aui. 1. –
N.138-140.

27. Na?/i?eiaa I.I. Aeine?aeaeaiiy e?euee?nieo ni?aa?aeiioaiue
no?oeoo?a-aeoeai?noue a ?yaeo cai?uaieo 9-o?iae?eaeii?a iaoiaeaie
o?i?/ii? oiiieia?? // A?niee oa?iaoe??. – 1997. — ?1(15). – N.121-122.

28. Na?/i?eiaa I.I. ?aaeoe?eia caeaoi?noue a?ae?aceae?a iio?aeieo
2-oei?aaicieii? eeneioe // A?niee oa?iaoe??. – 1997. — ?1(15). – N.9-11.

29. Na?/i?eiaa I.I. Iioei?caoe?y iiooeo aoaeoeaieo ae?o?aoee?a o ?yaeo
cai?uaieo -oai?eaio?ai?eiaeo eeneio // Ee?i?/ia oa?iaoe?y. 1997. – O.1,
?1. – N.86-88.

30. Naa/ieeiaa A.I. *VIII. Eeneioii-iniiaiua naienoaa caiauaiiuo
6-oei?-9-aeae?aceiiae?eaeeiia // AEo?i. iau. oeiee. – 1997. –O.67, aui.
6. – N.1007-1008.

31. Naa/ieeiaa A.I. **OII. Eeneioii-iniiaiua naienoaa aeae?aceaeia
2-a?eeaieii-4-oei?aaicieiuo eeneio a nenoaia yoaiie-aiaea // AEo?i. iau.
oeiee. – 1997. –O.67, aui. 8. – N.1365-1367.

32. Na?/i?eiaa I.I. ?aaeoe?eia caeaoi?noue cai?uaieo
ae?eaeei?e-9-o?iioeoiaeo eeneio // A?niee oa?iaoe??. – 1997. — ?2(16). –
N.9-11.

33. Naa/ieeiaa A.I. ?aaeoeeiiiay niiniaiinoue caiauaiiuo
6-oei?-7-aeeyoeenoeueoaiiee-9-oeiae?eaeiiia // AEo?i. iau. oeiee. –
1998. –O.68, aui. 5. – N.865-866.

34. Iieaeoey?iee aeecaei aoaeoeaieo aiaeueaaoee?a o ?yae?
-oai?eaio??eiaeo eeneio /I.I.Aaeaeoeaae/, I.I.Na?/i?eiaa, E.A.Aeeiiee,
I.?.Ieeeoaiei, A.I.Ii?ic // Iaoeia? ?ic?iaee e?ea?nueeeo i?aia?ao?a:
Iaoa??aee Iaoeiai? nann?? A?aeae?eaiiy o?i?? IAI Oe?a?ie, 1998. –
N.408-413.

35. A.N. 1181270 NNN?, IEE3 N 07 Ae 219/12. A 61 E 31/435. Aeae?ioei?eae
1,3-aeeiaoee-6-oei?-9-iaoeeaieiiae?eaeeia, iaeaaeathuee
i?ioeaiainiaeeoaeueiie, aeeo?aoe/aneie e aiaeueaaco?othuae aeoeaiinoueth
/ A.I.Aaeaeo-eaae/, A.ss.Eaaeoei, A.A.E?aa/aiei, A.I.Naa/ieeiaa,
C.N.Nianeaoeaaa (NNN?). -?37763685/24-04: Cayaeaii 22.05.84 – (Ia ioae.)

36. Eiee/anoaaiiue aiaeec aeeoaieeaieia, 4-aieiiaeeoaieeaieia, aeeaoaia
OI a noi/iuo aiaeao i?iecaiaenoaa aioeieneaeaioia / Naa/ieeiaa A.I. //
IIEEOYOei 10.08.82, ?921 OI-Ae82. / Aiio. a Aeaeeia?. oeacaoaea AEIEOE
Aeaiiie?iaaiiua ?oeiiene ?12, 1982.

37. Eiee/anoaaiiia ii?aaeaeaiea oei?aiaeae?eaea aoeaoeenaeeoeeeiaie
eeneiou a oaoiieiae/aneeo nianyo i?iecaiaenoaa eoia?eiiauo i?aia?aoia /
A.I.Aaeaeoeaae/, A.I.Naa/ieeiaa, O.A.AEoeiaa, A.A.A?aaaiueeia,
I.N.?aaeiiae/ // Oa?uee. ain. oa?i. ei-o.-Oa?ueeia, 1986. – 5 n.. –
?on.. – Aeai. a Oe?IEEIOE 09.09.86 ?2107 – Oe – 86.

38. Neioac e aeieiae/aneay aeoeaiinoue i?iecaiaeiuo
4-oei?-5-ieo?i—oa-ieeaio?aieeiaie eeneiou / A.I.Aaeaeoeaae/,
A.I.Naa/ieeiaa, O.N.Naoa?i-aa // Oa?uee. ain. oa?i. ei-o.-Oa?ueeia,
1987. – 14 n.. – ?on.. – Aeai. a Oe?IEEIOE 03.11.87 ?3044 – Oe – 87.

39. Neioac, oeceei-oeie/aneea naienoaa e aeieiae/aneay aeoeaiinoue
i?iecaiaeiuo oaieeaio?aieeiaie eeneiou / A.I.Aaeaeoeaae/, N.A.Eieaniee,
A.I.Eacaeia, I.A.Aieee, E.A.Coiaiaoe, A.I.Naa/ieeiaa, N.A.Eaiiiaa //
Oa?uee. ain. oa?i. ei-o.-Oa?ueeia, 1990. – 14 n.. – ?on.. – Aeai. a
Oe?IEEOE 03.10.90 ?1654 – Oe – 90.

40. Ii?aaeaeaiea eiyooeoeeaioia ?ani?aaeaeaiey i?iecaiaeiuo
oaieeaio?a-ieeiaie eeneiou a nenoaia ieoaiie-aiaea // A.I.Aaeaeoeaae/,
A.I.Naa/ie-eiaa, O.A.Einoeia // Oa?uee. ain. oa?i. ei-o.-Oa?ueeia, 1990.
– 6 n.. – ?on.. – Aeai. a Oe?IEEIOE 20.02.90 ?266 – Oe – 90.

Na?/ieeiaa I.I. ?aaeoe?eia caeaoi?noue, caycie no?oeoo?a-a?ieia/ia
aeoeai?noue oa aeei?enoaiiy iio?aeieo N-oai?eaio?ai?eiai? eeneioe oa
ae?eaeeio. – ?oeiien.

Aeena?oaoe?y ia caeiaoooy iaoeiaiai nooiaiy aeieoi?a o?i?/ieo iaoe ca
niaoe?aeuei?noth 02.00.03 – i?aai?/ia o?i?y. – Oa?e?anueeee aea?aeaaiee
oi?aa?-neoao, Oa?e?a, 1999.

Aeena?oaoe?th i?enay/aii aeine?aeaeaiith ?aaeoe?eii? caeaoiino?,
e?euee?nieo ni?aa?aeiioaiue no?oeoo?a — a?ieia?/ia aeoeai?noue oa
aeei?enoaiith iio?aeieo N-oai?eaio?ai?eiai? eeneioe oa ae?eaeeio, ye?
oe?iei canoiniaothoueny a no/ani?e iaaeeoeei?. ?o ?aaeoeai?noue
ioe?ithaaeanue ca eeneioii-iniiaieie ??aiiaaaaie, e?iaoeeith ?aaeoe?e
iaea?aeaiiy oa iaoaaie?cio. C canoinoaaiiyi aaaaoioaeoi?iiai
ei?aeyoe?eiiai aiae?co noai?ai? aaeaeaaoi? iaoaiaoe/i? iiaeae?
caeaaeiino? a?ieia?/ii? aeoeaiino? niieoe a?ae ?o no?oeoo?e. ?acoeueoaoe
?iaioe caeeaaeathoue oai?aoe/iee ooiaeaiaio oa iaoiaee/io aaco
iieaeoey?iiai aeecaeio ? iioei?caoe?? neioac?a aoaeoeaieo e?ea?nueeeo
i?aia?ao?a oeeo eean?a.

Eeth/ia? neiaa: ?aaeoe?eia caeaoi?noue, caycie no?oeoo?a-a?ieia?/ia
aeoeai?noue, N-oai?eaio?ai?eiaa eeneioa, ae?eaeei, aaaaoioaeoi?iee
ei?aeyoe?eiee aiae?c.

Naa/ieeiaa A.I. ?aaeoeeiiiay niiniaiinoue, naycue no?oeoo?a –
aeieiae/aneay aeoeaiinoue e eniieueciaaiea i?iecaiaeiuo N-
oaieeaio?aieeiaie eeneiou e ae?eaeeia. – ?oeiienue.

Aeenna?oaoeey ia nieneaiea o/aiie noaiaie aeieoi?a oeie/aneeo iaoe ii
niaoeeaeueiinoe 02.00.03 – i?aaie/aneay oeiey. – Oa?ueeianeee
ainoaea?no-aaiiue oieaa?neoao, Oa?ueeia, 1999.

Aeenna?oaoeey iinayuaia enneaaeiaaieth ?aaeoeeiiiie niiniaiinoe,
eiee/anoaaiiuo niioiioaiee no?oeoo?a-aeieiae/aneay aeoeaiinoue e
i?eia-iaieth i?iecaiaeiuo N-oaieeaio?aieeiaie eeneiou e ae?eaeeia,
eioi?ua oe?iei eniieuecothony a nia?aiaiiie iaaeeoeeia. Eo ?aaeoeeiiiay
niiniaiinoue ioeaieaaeanue iooai eco/aiey eeneioii-iniiaiuo ?aaiiaanee,
eeiaoeee ?aaeoeee iieo/aiey e iaoaaieecia. N eniieueciaaieai
iiiaioaeoi?iiai ei??aeyoeeiiiiai aiaeeca nicaeaiu aaeaeaaoiua
iaoaiaoe/aneea iiaeaee caaeneiinoe aeieiae/aneie aeoeaiinoe niaaeeiaiee
io eo no?oeoo?u. ?acoeueoaou ?aaiou caeeaaeuaatho oai?aoe/aneee
ooiaeaiaio e iaoiaee/aneoth aaco iieaeoey?iiai aeecaeia e iioeiecaoeee
neioacia yooaeoeaiuo eaea?noaaiiuo i?aia?aoia yoeo eeannia.

Eeth/aaua neiaa: ?aaeoeeiiiay niiniaiinoue, naycue no?oeoo?a –
aeieiae/aneay aeoeaiinoue, N-oaieeaio?aieeiaay eeneioa, ae?eaeei,
iiiaioaeoi?iue ei??aeyoeeiiiue aiaeec.

Svechnikova E.N. The reactivity, structure-biological activity
relationship and the use of N-phenylanthranilic acid and acridine
derivatives. – Manuscript.

The thesis for Doctor’s Degree of Chemical Science by speciality
02.00.03 – Organic Chemistry. – Kharkiv State University, Kharkiv, 1999.

The thesis is devoted to the investigations of the reactivity,
quantitative ratios of structure-biological activity relationship and
the use of N-phenylanthranilic acid (N-PhAA) and acridine derivatives,
which are widely applied in modern medicine.

The research of acid-basic properties of N-PhAA substituents
demonstrated an isolating effects of bridge NH-group, a combined effects
of influence transfer of the substituents with IR. The sensitivity of
the reaction centre to the electronic effects transfer of the
substituents in the molecule’s anthranilic fragment was proved to be
higher in 2.3 times compared with non-anthranilic fragment. The common
correlation equation of pKa relationship with substituents’ -constants
in both molecules’ fragments has been determined. It is used for a
highly reliable forecasting of N-PhAA substituents’ acidity.

Researching the electroconductivity of the solutions at various
temperatures the thermodynamics of N-PhAA substituents ionization was
studies, the process endothermicity with the prevailed influence of the
entropic factor was established. A slight anion solvation was shown. The
isoentropicity of the reaction series was revealed.

The lypophilic properties of N-PhAA substituents were investigated by
studying their distribution in the water-octanol system. The
distribution coefficients were determined, their additive properties
were proved, and hydrophobic constants of the 21 molecular fragments
were calculated.

The kinetics of the alkaline hydrolysis reaction for -dialkylaminoethyl
and methyl esters of N-PhAA substituents were studied and its order was
determined. It was established that the more electrophilic the carbon
atom of the reaction centre was, the greater was the reaction’s speed.
The direct proportionality between speed and the force of the
corresponding acids was related. The application of the Hammett equation
was shown not only to p- and m-, but o- substituents with the similarly
low decreasing with the temperature increase. The reaction series
isoparametericity was demonstrated.

The acid-basic properties of N-PhAA substituents hydrazides were
investigated. The isolating action of –CONH-group was shown. The common
equation of pKBH+ relationship with Hammett -constants of both molecular
fragments gives the same low sensitivity of the reaction centre to the
substituents’ influence and allows forecasting their basecity with a
high accuracy.

The systematic research of the kinetics for acylation reaction of N-PhAA
substituents and with benzoylchloride has been carried out. Its second
order was proved, the numerous kinetic and activation parameters were
determined their subordination to the Hammett equation with low due to
a slight division of charges in transition state was determined. The
direct proportionality between the nucleophile’s reactivity and its
basicity was revealed. The cycle condensation was shown to lead to
decreasing of reaction centre sensitivity. The reaction isokineticity
with enthalpy control type was revealed and its coordinated substitution
mechanism was identified.

The acid-base properties for substituents of 9-chlor-, 9-amino-,
9-methyl-amino-, 9-hydrazinoacridine, 9-thioacridone,
acridinyl-9-thioacetic acids were investigated. The cycle condensation
was shown to increase basicity as well as the introduction of
thio-group. 9-NH2- group increases acridine basicity in 5 orders in
contrast to 9- NH-NH2- group since the cation of the first compound,
unlike the second one, is stabilized by conjugation. The cycle
condensation was proved to decrease reaction centre sensitivity to the
structure transformations, -constants were obtained for 5 substituents.

Using acridine derivatives as indicators as well as the inner standard
the methods for differentiated determination of acetylsalicylic acid,
its chloranhydride and hydrochloric acid in technological mixtures,
amine mixtures in natural and wastewater were developed.

Using the physico-chemical and kinetic parameters determined, adequate
mathematic models of various type of biological activity dependency from
the structure for numerous N-PhAA and acridine derivatives were created
by different methods (empiric additive, chemical topology and graphs
theory, physico-chemical). This allows to synthesize purposefully active
antiphlogistics, diuretics, analgesics, and anticeptics.

The investigation contributes to the development of the
structure-activity relationship quantitative theory. The results of
research creates the theoretic and methodic basis for molecular design
and the optimization of syntheses for effective drugs of these classes.

Key words: reactivity, structure-biological activity relationship,
N-phenyl-anthranilic acid, acridine, multifactorial correlation
analysis.

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