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Синтез та хімічні перетворення похідних глутарамінових кислот і гетероциклічних сполук на їх основі: Автореф. дис… д-ра хім. наук / Л.А. Шемчук, Хар

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OA?E?ANUeEEE IAOe?IIAEUeIEE OI?AA?NEOAO ?i. A.I.EA?AC?IA

OAI*OE EAII?Ae AIOIIIAE*

OAeE 547.461.5:547.476.5:547.856.1

NEIOAC OA O?I?*I? IA?AOAI?AIIss

IIO?AeIEO AEOOA?AI?IIAEO EENEIO ?

AAOA?IOeEEE?*IEO NIIEOE IA ?O INIIA?

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 Iaoe?iiaeuei?e oa?iaoeaaoe/i?e aeaaeai?? Oe?a?ie
(i.Oa?e?a), I?i?noa?noai ioi?iie caei?ia’y Oe?a?ie.

Iaoeiaee eiinoeueoaio /eai–ei?aniiiaeaio IAI Oe?a?ie, aeieoi? o?i?/ieo
? oa?iaoeaaoe/ieo iaoe, i?ioani? *a?ieo Aaeaioei Iao?iae/, Iaoe?iiaeueia
oa?iaoeaaoe/ia aeaaeai?y Oe?a?ie (i.Oa?e?a), ?aeoi? aeaaeai??.

Io?oe?ei? iiiiaioe: /eai–ei?aniiiaeaio IAI Oe?a?ie, aeieoi? o?i?/ieo
iaoe, i?ioani? Iiiia Aiaoie?e Oaaei?iae/, ?inoeooo o?ceei-i?aai?/ii?
o?i?? oa aoaeao?i?? ?i. E.I.Eeoaeiaiea IAI Oe?a?ie (i.Aeiiaoeuee),
aee?aeoi? ?inoeoooo

aeieoi? o?i?/ieo iaoe, i?ioani? ?eue/aiei Aiae??e sseiae/, ?inoeooo
i?aai?/ii? o?i?? IAI Oe?a?ie (i. Ee?a), i?ia?aeiee iaoeiaee ni?a?ia?oiee

aeieoi? o?i?/ieo iaoe, i?ioani? Aeanaiei Na?a?e Ieoaeeiae/,
Oa?e?anueeee iaoe?iiaeueiee oi?aa?neoao ?i. A.I.Ea?ac?ia, i?ioani?
eaoaae?e i?aai?/ii? o?i??

I?ia?aeia onoaiiaa – O?ceei-o?i?/iee ?inoeooo ?i. I.A.Aiaaonueeiai IAI
Oe?a?ie, a?aeae?e o?i?? a?ieia?/ii aeoeaieo ?a/iaei (i.Iaeana)

Caoeno a?aeaoaeaoueny ” 3 ” a?oaeiy 1999 ?ieo i 1400 ia can?aeaii?
niaoe?ae?ciaaii? a/aii? ?aaee Ae 64.051.14 o Oa?e?anueeiio
iaoe?iiaeueiiio oi?aa?neoao? ?i. A.I.Ea?ac?ia (61077, i.Oa?e?a, ie.
Naiaiaee, 4, aoae. 7-80).

C aeena?oaoe??th iiaeia iciaeiieoeny o Oeaio?aeuei?e iaoeia?e
a?ae?ioaoe? Oa?e?anueeiai iaoe?iiaeueiiai oi?aa?neoaoo ?i. A.I.Ea?ac?ia
(61077, i.Oa?e?a, ie. Naiaiaee, 4).

Aaoi?aoa?ao ?ic?neaii ” 2 ” eenoiiaaea 1999 ?ieo.

A/aiee nae?aoa? niaoe?ae?ciaaii? a/aii? ?aaee Eia?iiaa E.I.

CAAAEUeIA OA?AEOA?ENOEEA ?IAIOE

Aeooaeuei?noue oaie. ?ic?iaea iiaeo i?ea?iaeueieo iaoiae?a neioaco
a?ieia?/ii aeoeaieo ?a/iaei (AA?) oa noai?aiiy ia ?o iniia?
aenieiaoaeoeaieo ? iaeioiene/ieo e?ea?nueeeo cania?a ? iaei??th c
aeooaeueieo caaea/ ye i?aai?/iiai neioaco, oae ? oa?iaoeaaoe/ii? iaoee
oa i?aeoeee a oe?eiio.

*eneaii? aeine?aeaeaiiy, ye? i?iaiaeyoueny a Iaoe?iiaeuei?e
oa?iaoeaaoe/i?e aeaaeai?? Oe?a?ie, na?ae/aoue i?i ia?niaeoeai?noue
iiooeo AA? na?aae iio?aeieo aeeea?aiiiaeo eeneio. Aoaeo/e i?e?iaeieie
iaoaaie?oaie, aiie cia/ii ciaioothoue oiene/i?noue niieoe i?e aaaaeaii?
?o o?aaiaio?a aei no?oeoo?e AA?. E??i oiai, aeeea?aiiia? eeneioe ?
c?o/ieie iin?yie oa?iaeioi??a, ia??aeei caeaoieie e ?icoe?eoe ae?aiacii
a?ieia?/ii? ae??.

Iiooe AA? o ?yae? aeeea?aiiiaeo eeneio i?iaiaeeoueny, aieiaiei /eiii, o
3-o iai?yieao: neioac ??ciiiai?oieo iio?aeieo aeeea?aiiiaeo eeneio
e?i?eii? aoaeiae; neioac niieoe, a yeeo iaeia /e iaeaea? ea?aieneeuei?
a?oie aeeea?aiiiai? eeneioe aeeth/athoueny a no?oeoo?o aaoa?ioeeee?/ii?
nenoaie, ? neioac eiiaeainiaaieo aaoa?ioeeee?/ieo nenoai, a yeeo
aeeea?aiiiaa eeneioa ? neeaaeiaith /anoeiith aaoa?ioeeeeo.

Ia ia??iae ieaioaaiiy aeaii? ?iaioe aoee i?iaaaeai? a?oioiai?
aeine?aeaeaiiy na?aae iio?aeieo uaaeaai?, iaeiiiai?, yioa?ii? eeneio oa
iaiane/aieo aeeea?aiiiaeo eeneio – iaea?iiai?, ooia?iai?. ?i
i?eae?eyeanue oaaaa a ieai? neioaco, aea/aiiy o?i?/ieo aeanoeainoae,
?aaeoe?eii? caeaoiino?, oa?iaeieia?/ii? aeoeaiino?.

Ia’?eoaie aeey iiaeo aeine?aeaeaiue aoei aea?aii iio?aei? aeooa?iai?
eeneioe, a naia: aeooa?ai?eia? eeneioe, a?i?ea?ae?aceaee oa
a?ainoeueoiiia?ae?aceaee aeooa?iai? eeneioe.

Nenoaiaoe/i? aeine?aeaeaiiy c neioaco AA? a ?yae? iio?aeieo aeooa?iai?
eeneioe aei oeueiai /ano ia i?iaiaeeeeny. Ine?eueee eeth/iaeie niieoeaie
a neioac? iio?aeieo aeooa?iai? eeneioe ? ?i?aee, cia/io oaaao
ieaioaaeiny i?eae?eeoe aeine?aeaeaiith oiia ?aaeoe??
oeeeeiaeaa?ae?aoaoe?? aeooa?ai?iiaeo eeneio c ??cieie cai?nieeaie a?ey
aoiia acioo, anoaiiaeaiith iaae canoinoaaiiy iaea?eueo ?iciianthaeaeaieo
iaoiae?a neioaco oeeee?/ieo ?i?ae?a, ?ica’ycaiith ieoaiiy i?i ?ieue
aoeaoaoo iao??th a ?aaeoe?? oeeeeiaeaa?ae?aoaoe?? aeooa?ai?eiaeo eeneio.

Aaaeeeaei c oai?aoe/ii? ? c i?aeoe/ii? oi/ee ci?o ? neioac ia iniia?
a?i?e- ? a?eenoeueoiiia?ae?aceae?a aeooa?iai? eeneioe iiaeo aoeeethth/eo
cania?a — aeooa??i?ae?a, aoii acioo yeeo niieo/aiee c ea?aienai?aei- aai
noeueoiiai?aeia?oiith; c’ynoaaiiy aieeao ea?aai?aeiiai oa
noeueoai?aeiiai o?aaiaio?a ia o?i?/i? aeanoeaino? oa ?aaeoe?eio
ni?iiiaei?noue ?i?ae?a.

A?aeiiino? i?i aeei?enoaiiy aio?ai?ei?ea?ae?aceae?a aeeea?aiiiaeo eeneio
oa ?o iio?aeieo o neioac? aaoa?ioeeee?/ieo niieoe a?aenooi?. Oae?
no?oeoo?e ca oiia ?aaeoe?? oeeeeiaeaa?ae?aoaoe?? caeaoi? ooai?eoe ye
o?iacie?iiiiaee, oae ? ?i?aeiee oeeeee. Iaeiei ?c aeooaeueieo caaaeaiue
aeine?aeaeaiiy aoei anoaiiaeaiiy caeaaeiino? i?ae oiiaaie i?iaaaeaiiy
?aaeoe?? oa ooai?aiiyi cacia/aieo oeeee?a.

Ca’ycie ?iaioe c iaoeiaeie i?ia?aiaie, ieaiaie, oaiaie. Aeena?oaoe?eia
?iaioa aeeiiaia ca?aeii c ?anioae?eainueeith i?iaeaiith “Oa?iaoe?y”
(iiia? aea?aeaaii? ?a?no?aoe?? 81030210) oa ieaiaie IAe? Oe?OA (iiia?
aea?aeaaii? ?a?no?aoe?? 01.91.0002385).

Iaoa ? caaea/? aeine?aeaeaiiy. Aeena?oaoe?eia ?iaioa i?enay/aia
?ic?iaoe? aoaeoeaieo iaoiae?a neioaco aeooa?ai?eiaeo eeneio, a?i?e-,
a?eenoeueoiiia?ae?aceae?a aeooa?iai?, yioa?ii?, ooaeaai? eeneio oa ?o
iio?aeieo, aea/aiith ?o o?i?/ieo aeanoeainoae, c’ynoaaiith aieeao
no?oeoo?ieo iniaeeainoae ia o?i?/i? ia?aoai?aiiy, noai?aiith ia iniia?
iio?aeieo aeeea?aiiiaeo eeneio aaoa?ioeeee?/ieo no?oeoo?, onoaiiaeaiith
ca’yceo i?ae oiiaaie i?iaaaeaiiy ?aaeoe?? aaoa?ioeeee?caoe?? oa ??
iai?yieii, aea/aiith a?ieia?/ii? aeoeaiino? neioaciaaieo niieoe.

Caaea/? aeine?aeaeaiiy:

1. ?ic?iaeoe i?aia?aoeai? iaoiaee neioaco N-cai?uaieo aeooa??i?ae?a;
aeey oeueiai aeine?aeeoe ?aaeoe?th oeeeeiaeaa?ae?aoaoe?? aeooa?ai?iiaeo
eeneio, ye? i?noyoue ??ciiiai?oi? cai?nieee a?ey aoiia acioo. Anoaiiaeoe
?ieue aoeaoaoo iao??th a ?aaeoe?? oeeeeiaeaa?ae?aoaoe?? aeooa?ai?eiaeo
eeneio.

2. Aeine?aeeoe o?i?/i? aeanoeaino? N-cai?uaieo aeooa??i?ae?a — ?aaeoe?e
ye c? caa?aaeaiiyi, oae ? c ?ice?eooyi ?i?aeiiai oeeeeo. I?inoaaeeoe
aieea aaee/eie ?i?aeiiai oeeeeo, i?e?iaee ioeeaio?eueiiai ?aaaaioo,
cai?nieea i?e ?i?aeiiio aoii? acioo ia ?o ?aaeoe?eio ni?iiiaei?noue.

3. Ia iniia? iio?aeieo aio?ai?ei?ea?ae?aceaeo, ye? i?noyoue iaeei aai
aeaa o?aaiaioe aeeea?aiiiai? eeneioe, cae?enieoe neioac iiaeo
aaoa?ioeeee?/ieo no?oeoo? — iio?aeieo o?iacie?iiio-4. Anoaiiaeoe
caeiiii??i?noue o ia?aoai?aii? N’-aio?ai?ei?ea?ae?aceae?a aeeea?aiiiaeo
eeneio ye no?oeoo?, ye? ca oiia ?aaeoe?? oeeeeiaeaa?ae?aoaoe?? caeaoi?
ooai?eoe ye ?i?aeiee, oae ? o?iacie?iiiiaee oeeeee, c’ynoaaoe aieea
no?oeoo?ieo iniaeeainoae oa oiia i?iaaaeaiiy ?aaeoe?? aaoa?ioeeee?caoe??
ia ?? iai?yiie.

Iaoeiaa iiaecia iaea?aeaieo ?acoeueoao?a. ?ic?iaeaii i?eioeeie neioaco
N-cai?uaieo aeooa??i?ae?a, a oiio /ene? iiaeo aoeeethth/eo ?aaaaio?a –
N-(a?i?eai?aei)- oa N-(a?eenoeueoiiai?aei)aeooa??i?ae?a. Anoaiiaeaii, ui
?aaeoe?y oeeeeiaeaa?ae?aoaoe?? aeooa?ai?iiaeo eeneio ia i?ioiaeeoue ca
a?eueoino? oiia, ye? aeei?enoiaothoue aeey neioaco iaea?eueo
?iciianthaeaeaieo /ioe?ueio ? i’yoe/eaiieo ?i?ae?a.

Aia?oa anoaiiaeaii ?ieue aoeaoaoo iao??th a ?aaeoe??
oeeeeiaeaa?ae?aoaoe?? aeooa?ai?eiaeo eeneio. Aoeaoao-?ii nooo?ai
i?aeaeuo? ioeeaio?euei? aeanoeaino? ai?aeiiai aoiia acioo, ia?aaiaey/e
eiai a ai?iiio oi?io.

Aeine?aeaeaii ?aaeoe?th N-a?eeaeooa??i?ae?a c iaioaoei?eaeii oa
o?eoei?ieneaeii oinoi?o. I?iaeoeoaie ?aaeoe?? c o?eoei?ieneaeii oinoi?o
? aeooa?ai?eia? eeneioe, a c iaioaoei?eaeii oinoi?o, a caeaaeiino? a?ae
oiia, ooai?ththoueny aeooa?ai?eia? eeneioe aai
N-a?ee-a,a-aeeoei?aeooa??i?aee.

Aeyaeaii iniaeeaino? eoaeiiai a?ae?ie?co ? aeeiaie?co noeoeei- ?
aeooa??i?ae?a, aoii acioo yeeo niieo/aiee c noeueoiiai?aeia?oiith.

Aecia/aii e?iaoe/i? oa oa?iiaeeiai?/i? ia?aiao?e ?aaeoe?? a?ae?aceiie?co
N-a?ee- ? N-(a?eenoeueoiiai?aei)aeooa??i?ae?a. Cai?iiiiiaaii iiaee
iaoai?ci aieeao noeueoiiai?aeia?oie ia a?ae?aceiie?c ?i?ae?a.
Cai?iiiiiaaii iaea?eueo eiia??i? e?iaoe/i? noaie ?aaeoe?? a?ae?aceiie?co
cacia/aieo ?i?ae?a. Anoaiiaeaii, ui ?aaeoe?eia ni?iiiaei?noue i’yoe- oa
oanoe/eaiieo ?i?aeieo oeeee?a aecia/a?oueny ia o?eueee aaee/eiith
oeeeeo, aea ? i?e?iaeith ioeeaio?eueiiai ?aaaaioo oa oa?aeoa?ii
cai?nieea i?e ?i?aeiiio aoii? acioo.

Aia?oa anoaiiaeaii caeiiii??iino? a ia?aoai?aii?
Nc-aio?ai?ei?ea?ae?aceae?a aeeea?aiiiaeo eeneio oa ?o iio?aeieo ye
no?oeoo?, ui ca oiia ?aaeoe?? oeeeeiaeaa?ae?aoaoe?? caeaoi? ooai?thaaoe
ye ?i?aeiee, oae ? o?iacie?iiiiaee oeeee. ?ic?iaeai? iaoiaee neioaco
aeicaieythoue oe?eani?yiiaaii cae?enithaaoe neioac cacia/aieo oeeee?a.

I?iaaaeaii oa?iaeieia?/i? aeine?aeaeaiiy neioaciaaieo iio?aeieo
aeooa?iai? eeneioe ca 10 oanoaie, aecia/aii ?o aino?o oiene/i?noue,
anoaiiaeaii aeaye? caeiiii??iino? i?ae aoaeiaith niieoe oa ?o
a?ieia?/iith aeoeai?noth.

I?aeoe/ia cia/aiiy iaea?aeaieo ?acoeueoao?a. ?ic?iaeaii iia? oa
aaeineiiaeaii ?nioth/? neioaoe/i? iaoiaee, ui cia/ii ?icoe?ththoue
iiaeeeaino? a aaeoc? neioaco aeooa?ai?eiaeo eeneio, a?i?e-,
a?eenoeueoiiia?ae?aceae?a aeeea?aiiiaeo eeneio oa ?o iio?aeieo, o oiio
/ene? e aaoa?ioeeee?/ieo no?oeoo?.

Aeyaeaii iaeioiene/i? ?a/iaeie c ae?aaeaiith a?iiae?eai?/iith,
aioea?eoi?/iith, ae?o?aoe/iith, aioea?iiene/iith aeoeai?noth. Ca
?acoeueoaoaie ne?ei?iao a?ae?a?aii 3 ?a/iaeie, ye? ia?aaeaii aeey
iiaeeaeaiiai oa?iaeieia?/iiai aeine?aeaeaiiy, a ia ?a/iaeio, yea aeyaeea
cia/io aioea?eoi?/io aeoeai?noue, ?ic?iaeaii i?iaeo OON oa eaai?aoi?iee
oaoiieia?/iee ?aaeaiaio.

Iniaenoee aianie caeiaoaa/a. Aeena?oaoe?eia ?iaioa ? naiino?eiith
iaoeiaith i?aoeath, yea aeeth/a? aeine?aeaeaiiy aaoi?a ca ia??iae
1985-1997 ??. A on?o ?iaioao, aeeiiaieo c? ni?aaaoi?aie, aianie aaoi?a
iieyaa? a iniaeno?e o/ano? a ieaioaaii?, i?iaaaeaii? aenia?eiaioaeueieo
aeine?aeaeaiue, a ocaaaeueiaii? io?eiaieo ?acoeueoao?a, a iaaiai?aii?
aeaieo oa?iaeieia?/iiai ne?ei?iao.

Ai?iaaoe?y ?acoeueoao?a aeena?oaoe??. Iniiai? ?acoeueoaoe aeine?aeaeaiiy
aoee i?aaenoaaeai? ia IV Ananithciiio c’?cae? oa?iaoeaao?a (Eacaiue,
1986), Ananithci?e eiioa?aioe?? c i?iaeai i?io?eaeoeee, ae?aaiinoeee oa
e?eoaaiiy na?oeaai-noaeeiieo caoai?thaaiue (Iineaa, 1987),
?anioae?eainuee?e iaoeia?e eiioa?aioe?? “?aae?caoe?y iaoeiaeo
aeinyaiaiue a i?aeoe/i?e oa?iaoe??” (Oa?e?a, 1991), OVI Oe?a?inuee?e
eiioa?aioe?? c i?aai?/ii? o?i?? (Oa?iii?eue, 1992), I Eiia?an? na?oiai?
oaaea?aoe?? oe?a?inueeeo oa?iaoeaaoe/ieo oiaa?enoa (Euea?a, 1994), OVII
Oe?a?inuee?e eiioa?aioe?? c i?aai?/ii? o?i?? (Oa?e?a, 1995),
?anioae?eainuee?e eiioa?aioe?? “Aeinyaiaiiy no/anii? oa?iaoe??—a
iaaee/io i?aeoeeo” (Oa?e?a, 1996), Oe?a?inuee?e eiioa?aioe?? “O?i?y
acioai?nieo aaoa?ioeeee?a” (Oa?e?a, 1997), nan?? A?aeae?eaiiy o?i?? IAI
Oe?a?ie “Iaoeia? iniiae ?ic?iaee e?ea?nueeeo i?aia?ao?a” (Oa?e?a, 1998),
V Iaoe?iiaeueiiio c’?cae? oa?iaoeaao?a Oe?a?ie (Oa?e?a, 1999).

Ioae?eaoe??. Ca iaoa??aeaie aeena?oaoe?? iioae?eiaaii 30 noaooae o
iaoeiaeo aeo?iaeao, 3 noaoo? a ca??ieeao iaoeiaeo i?aoeue, 19 oac
aeiiia?aeae, io?eiaii 1 aaoi?nueea na?aeioeoai, 1 iaoaio.

No?oeoo?a aeena?oaoe??. Aeena?oaoe?eia ?iaioa aeeeaaeaia ia 312
noi??ieao ae?oea?nueeiai oaenoo, i?noeoue 60 oaaeeoeue ? 25 ?enoie?a.
Neeaaea?oueny c? anooio, i’yoe ?icae?e?a, caaaeueieo aeniiae?a ? nieneo
aeei?enoaieo aeaea?ae (331iaeiaioaaiiy)

iniiaiee ci?no ?iaioe

1. Aeine?aeaeaiiy ?aaeoe?? oeeeeiaeaa?ae?aoaoe?? aeooa?ai?eiaeo eeneio.

Neioac aeooa?ai?eiaeo eeneio (??) cae?enithaaee aoeeethaaiiyi
a?aeiia?aeieo ai?i?a (?) aeooa?iaei aia?ae?eaeii o ??aee?e aai oaa?ae?e
oac?.

Aenia?eiaioaeueii anoaiiaeaii, ui oeeee?caoe?y eeneio (II) a ?i?aee
(III) ia a?aeaoaa?oueny ca a?eueoino? oiia, ye? aeei?enoiaothoue o
neioac? 4- oa 5-oe/eaiieo ?i?ae?a. Oae, ?i?aee (???) ia ooai?ththoueny
i?e iaa??aaii? eeneio (II) aei oaiia?aoo?e ieaaeaiiy, i?e ae??
o?ii?eoei?eaeii, o?eoei?eaeii oinoi?o, i?e ia?iaoe? iaioaieneaeii
oinoi?o, ioeoiaei aia?ae?eaeii.

Ii?aee (???) neioaciaaii iaa??aaiiyi eeneio (??) a na?aaeiaeu? ioeoiaiai
aia?ae?eaeo a i?enooiino? aoeaoaoo iao??th (oeae iaoiae oe?iei
canoiniao?oueny aeey neioaco ?ioeo oeeee?/ieo ?i?ae?a). Aeo?ae ?i?ae?a –
60-97%. Ie ni?iaoaaee anoaiiaeoe ?ieue aoeaoaoo iao??th a oe?e ?aaeoe??.

Cai?iiiiiaaia ?iai/a a?iioaca iieyaaea a oiio, ui aoeaoao-?ii a?ae?eaa?
i?ioii a?ae aoiia acioo ? ia?aaiaeeoue inoaii?e a ai?iiio oi?io. Oea
cia/ii ca?eueoo? ioeeaio?euei? aeanoeaino? ai?aeiiai aoiia acioo eeneioe
(II), caaaeyee /iio noa? iiaeeeaei ooai?aiiy ?i?aeiiai oeeeeo.

C iaoith ia?aa??ee oeueiai i?eiouaiiy aea/aii aieea aeaeo?iiiaeiii?ieo
oa aeaeo?iiiaeoeaioi?ieo cai?niee?a o aaicieueiiio yae?? eeneio (II) ia
oaeaee?noue ?aaeoe?? ?o oeeeeiaeaa?ae?aoaoe??. sseui ?aaeoe?th
i?enei?ththoue aeaeo?iiiaeoeaioi?i? cai?nieee, oi aiia a?aeaoaa?oueny
/a?ac ooai?aiiy ai?iiii? oi?ie (A), yeui aeaeo?iiiaeiii?i?, oi eeneioe
(II) anooiathoue a ?aaeoe?th a iaeo?aeuei?e oi?i?.

Eiioeaio?aoe?? ?a/iaei a ?aaeoe?ei?e noi?o? aei??thaaee iaoiaeii
OO-niaeo?ineii?? (?en. 1). Aeyaeaii, ui ?aaeoe?y a?aeaoaa?oueny
e?euee?nii, iaiai?ioiuei, i?aeii?yaeeiao?oueny e?iaoe/iiio ??aiyiith
ia?oiai ii?yaeeo. Eiinoaioe oaeaeeino? aecia/aii a?ao?/ii (oaae. 1).

Io?eiai? aeai? na?ae/aoue i?i i?enei?aiiy ?aaeoe?? oeeeeiaeaa?ae?aoaoe??
a i?enooiino? aeaeo?iiiaeoeaioi?ieo cai?niee?a, ui aeicaieeei iai
c?iaeoe aeniiaie: caieeaiiy aeooa?ai?eiaeo eeneio (II) a ?i?aee (III)

n*10–3ci–1 ?en. 1.
Ci?ia iioe/ii? aonoeie ?aaeoe?eiiai na?aaeiaeua o aeiaaeeo ?aaeoe??
oeeeeiaeaa?ae?aoaoe?? 4-aoieneea?aii?eaeooa?ai?eiai? eeneioe (I?ae).
a?aeaoaa?oueny /a?ac noaae?th ooai?aiiy ai?iia (A). Ca oiia aeine?aeo, a
na?aaeiaeu? ioeoiaiai aia?ae?eaeo, oeeeeiaeaa?ae?aoaoe?? ia?aaeo?
i?ioean ooai?aiiy ci?oaiiai aia?ae?eaeo ioeoiai? ? aeooa?ai?eiai? eeneio
(A). Ooai?aiiy inoaiiueiai aaaea aei «cae?eooy» OH-eeneioiiai oeaio?o ?,
e??i oiai, i?aeaeuothoueny aeaeo?io?euei? aeanoeaino? aoiia aoaeaoeth
ea?aieneeueii? a?oie, i?ioa oaea i?aeaeuaiiy iaaeinoaoi?, uia aieeiooe
ia ?acoeueoao ?aaeoe??. Aeei?ecoaiiy iaa?oue o?eooi?ioeoiaiai
aia?ae?eaeo cai?noue ioeoiaiai ia i?eaiaeeoue aei ?i?aeo.

Ia iniia? aeuaaeeeaaeaiiai cai?iiiiiaaii oaeo noaio ooai?aiiy
aeooa??i?aeiiai oeeeeo:

A aeai?e ?aaeoe?? ia? i?noea i?aeaeuaiiy aeaeo?io?eueieo aeanoeainoae
ea?aieneeueii? a?oie aiane?aeie ooai?aiiy ci?oaiiai aia?ae?eaeo, a
aoeaoao iao??th i?aeneeth? ioeeaio?euei? aeanoeaino? aoiia acioo.

Aeoiaey/e ?c iaaaaeaii? noaie ooai?aiiy ?i?ae?a (III), iiaeia c?iaeoe
i?eiouaiiy: yeui aeei?enoiaoaaoe ?ic/eiiee, yeee “iiaeaaeya” ae NH-
eeneioiee oeaio? eeneio (II), oi oea a i?ecaiaeeei aei coieiee ?aaeoe??.
I ae?enii, i?e i?iaaaeaii? ?aaeoe?? a na?aaeiaeu? ioeoiaa
eeneioa-ioeoiaee aia?ae?eae (1:1) o i?enooiino? aoeaoaoo iao??th
aeae?eaii aeo?aei? eeneioe (??).

2. Aeine?aeaeaiiy ?aaeoe?? oeeeeiaeaa?ae?aoaoe?? N’-aoeee-,
N’-aoeee-N’-a?eea?ae?aceae?a aeooa?iai?, yioa?ii? eeneio.

Neioac N’-a?i?e-, N’-a?eenoeueoiiia?ae?aceae?a aeooa?iai? eeneioe (V)
cae?enithaaee ?aaeoe??th a?aeiia?aeieo a?ae?aceae?a (IV) c aeooa?iaei
aia?ae?eaeii a ?ic/eiieeo aai a oaa?ae?e oac?.

sse ? o aeiaaeeo eeneio (??), ooai?aiiy ?i?ae?a (VI) ?c eeneio(V) ia
a?aeaoaa?oueny ca a?eueoino? oiia, ye? aeei?enoiaothoue aeey
oeeee?caoe?? ai?aeiaeo eeneio. Iaa??aaiiy eeneio (V) a ioeoiaiio
aia?ae?eae? a i?enooiino? aoeaoaoo iao??th i?eaiaeeoue aei
N-(N’-aoeaoeea?i?eai?aei)- oa
N-(N’-aoeaoeea?eenoeueoiiai?aei)aeooa??i?ae?a (VII) (ni. A), oiaoi ca
aeaieo oiia, ii?yae c oeeeeiaeaa?ae?aoaoe??th a?aeaoaa?oueny oaeiae
aoeaoeethaaiiy ea?aai?aeii? aai noeueoiiai?aeii? a?oie. Io?eiaoe ?i?aee
(VI) eoaeiei a?ae?ie?cii N’-aoeaoee?i?ae?a (VII) ia aaeaeiny (?icae. 5).

N-(A?i?eai?aei)- ? N-(a?eenoeueoiiai?aei)aeooa??i?aee (VI) aeae?eaii i?e
iaa??aaii? eeneio (V) c aea?iieaeoey?iith e?euee?noth ioeoiaiai
aia?ae?eaeo a i?enooiino? aoeaoaoo iao??th. Iaea?aeai? ?acoeueoaoe
na?ae/aoue, ui a ?aaeoe?th aoeaoeethaaiiy anooiathoue ia nai? eeneioe
(V), a i?iaeoeoe ?o oeeee?caoe?? — ?i?aee (VI), oiaoi nii/aoeo
i?ioiaeeoue ?aaeoe?y oeeeeiaeaa?ae?aoaoe??, a iio?i — aoeaoeethaaiiy.

C iaoith iiooeo ?aaaaio?a, ye? iiaeia aoei a aeei?enoaoe aeey
aoeaoeethaaiiy ?i?ae?a (VI), a oaeiae c iaoith anoaiiaeaiiy ?ie?
aoeaoaoo iao??th a oe?e ?aaeoe?? i?iaaaeaii ?yae aeine?ae?a. ?i?aee (VI)
iaa??aaee c ioeoiaith eeneioith, aoeeaoeaoaoii, ioeoiaei aia?ae?eaeii c
oa aac aoeaoaoo iao??th. N’-Aoeaoee?i?aee (VII) io?eiaii o?eueee a aeaio
inoaii?o aeiaaeeao (ni. A). Oie oaeo, ui eeneioe (V) c ioeoiaei
aia?ae?eaeii aac aoeaoaoo iao??th ia ooai?ththoue ?i?aee (VI), a
inoaii?, ca oeeo naieo oiia, ia?aoai?ththoueny ia N’-aoeaoee?i?aee
(VII), aeicaiey? i?eionoeoe, ui aoeaoao iao??th ? eaoae?caoi?ii ?aaeoe??
oeeeeiaeaa?ae?aoaoe?? ? ia aieeaa? ia i?ioean aoeaoeethaaiiy.

Neioaciaai? N’-aoeaoee?i?aee (VII) “oi?iaeueii” iiaeia ?icaeyaeaoe ye
iio?aei? a?aeiia?aeieo N’,N’-aeecai?uaieo a?ae?aceae?a. C iaoith
c’ynoaaiiy aieeao aeaio cai?niee?a a?ey b-aoiia acioo a?ae?aceaeiiai
o?aaiaioa ia i?ioean oeeeeiaeaa?ae?aoaoe?? aei aeine?ae?a caeo/aii
N’-aoeee-N’-a?eea?ae?aceaee yioa?ii? (?O, n=2) oa aeooa?iai? (?O, n=3)
eeneio.

Aeo?aei? eeneioe (?O, n=2; ?O, n=3) neioaciaaii 2 niiniaaie:
aoeeethaaiiyi yioa?iei aai aeooa?iaei aia?ae?eaeaie a?ae?aceae?a (VIII)
(ni. A) ? ca niiniaii A, yeee iieyaa? a iine?aeiaiiio aoeeethaaii?
a?eea?ae?acei?a (O) nii/aoeo oeeee?/ieie aia?ae?eaeaie (io?eiothoue
niieoee (O?)), a iio?i oei?aia?ae?eaeaie a?aeiia?aeieo eeneio.

Eeneioe (IX) iaa??aaee aei oaiia?aoo?e ieaaeaiiy, ae?yee ia ieo
o?ii?eoei?eaeii, eei’yoeee a ioeoiaiio aia?ae?eae? a i?enooiino?
aoeaoaoo iao??th oa aac iueiai. Aeine?aee iieacaee, ui iio?aei?
aeooa?iai? eeneioe (?O, n=3) caieeathoueny a ?i?aee (O??, n=3) o?eueee
i?e iaa??aaii? ?o c ioeoiaei aia?ae?eaeii o i?enooiino? aoeaoaoo
iao??th. Iio?aei? ae yioa?ii? eeneioe (?O, n=2) anooiathoue a ?aaeoe?th
oeeeeiaeaa?ae?aoaoe??, e??i cacia/aieo oiia, ua e i?e iaa??aaii? ?o aei
oaiia?aoo?e ieaaeaiiy, ia?iaoe? o?ii?eoei?eaeii. Iaoiaeii
aeeoa?aioe?aeueiiai oa?i?/iiai aiae?co i?aeoaa?aeaeaii oaeo oeeee?caoe??
eeneioe (?O, n=2) a ?i?aee (O??, n=2) a ieaa?.

I?ioa aeyaeeiny, ui eeneioe (IX, n=2) ia oeeee?cothoueny i?e iaa??aaii?
a ioeoiaiio aia?ae?eae? aac aoeaoaoo iao??th. Io?eiaiee ?acoeueoao ia
a?aeiia?aea? aeaiei e?oa?aoo?e, ca?aeii c yeeie iio?aei? yioa?ii?
eeneioe ?, cie?aia, N’-aoeeea?ae?aceaee yioa?ii? eeneioe ca oeeo oiia
ooai?ththoue ?i?aeiee oeeee. Oe?eeii eiia??ii, ui iaiiaeeea?noue
ooai?aiiy ?i?ae?a (XII, n=2) i?e iaa??aaii? eeneio (IX, n=2) a ioeoiaiio
aia?ae?eae? aeeeeeaia i?inoi?iaeie oo?oaeiaiiyie, ye? iia’ycai? c
iiyaith ua iaeiiai cai?nieea a?ey b-aoiia acioo.

3. E?iaoeea eaoae?oe/iiai aoeeethaaiiy a?ainoeueoiiia?ae?aceae?a
aeooa?iaei aia?ae?eaeii o i?enooiino? ea?aiiiaeo eeneio

Aea/aii e?iaoeeo eaoae?oe/iiai aoeeethaaiiy a?ae?aceae?a (IV) aeooa?iaei
aia?ae?eaeii a na?aaeiaeu? ae?ienaio oa aaicieo. Iieacaii, ui
oaeaee?noue ?aaeoe?? nooo?ai c?inoa? i?e aeiaeaaaii? a ?aaeoe?eio
nenoaio ea?aiiiaeo eeneio, eaoae?oe/ia aeoeai?noue yeeo ca?eueoo?oueny
c? c?inoaiiyi neee eeneioe oa cia/ii aeua a na?aaeiaeu? aaicieo, i?ae o
ae?ienai?.

Aieea oaiia?aoo?e ia eiinoaioe oaeaeeino? kN2 i?aeii?yaeeiao?oueny
??aiyiith A??ai?ona, ui aeaei ciiao ?ic?aooaaoe oa?iiaeeiai?/i?
ia?aiao?e aeoeaaoe?? ?aaeoe?? (oaae. 2). I?aeaeuaiiy aeiii?ieo
aeanoeainoae cai?nieea a aaicieueiiio yae?? a?ae?aceae?a (IV) aaaea aei
cieaeaiiy aia?a?? (Aa) oa aioaeuei?? (DH?) aeoeaaoe?? ?aaeoe?? oa
ca?eueoaiiy eiinoaio oaeaeeino? ?aaeoe?? kN2.

?aaeoe?y iineoue ?cie?iaoe/iee oa?aeoa?. Aaee/eia ?cie?iaoe/ii?
oaiia?aoo?e neeaaea? 663 E.

Ia iniia? aeyaeaieo caeiiii??iinoae cai?iiiiiaaii a??ia?aeio noaio
aoeeethaaiiy a?ae?aceae?a (IV) aeooa?iaei aia?ae?eaeii o i?enooiino?
ea?aiiiaeo eeneio.

?aaeoe?y i?ioiaeeoue /a?ac ia?ao?aeiee oeeee?/iee eiiieaen (A), a yeiio
ea?aiiiaa eeneioa caaaeyee aeaeo?iiiaeiii?iiio oa aeaeo?iiiaeoeaioi?iiio
oeaio?ai ni?ey? ia?aoai?aiith eiai a eeneioo (V).

4. Aeine?aeaeaiiy ?aaeoe?? N-a?eeaeooa??i?ae?a c iaioaoei?eaeii ?
o?eoei?ieneaeii oinoi?o

Aeine?aeaeaii ia iienaio a e?oa?aoo?? ?aaeoe?th aca?iiae??
N-a?eeaeooa??i?ae?a c iaioaoei?eaeii ? o?eoei?ieneaeii oinoi?o. Aeey
oeueiai ?i?aee (III) ni?eaee c ?nl5 ? iaa??aaee c ?INl3. A ?acoeueoao?
iaio ?aaeoe?e aoee aeae?eai? eeneioe (II).

I/aaeaeii, ?aaeoe?y i?ioiaeeoue /a?ac noaae?th ooai?aiiy i?iaeoeo?a
i?e?aeiaiiy ?ONl3 aai ?nl5 aei ?i?aeo, ye? ?iciaaeathoueny aei eeneioe
(II) i?ae /an aeiaeaaaiiy aei ?aaeoe?eii? noi?o? aiaee c e?eaith.

Iiaiai ?acoeueoaoo aaeaeiny aeinyaoe i?e iaa??aaii? ?i?ae?a (III) c ?nl5
ca a?eueo i’yeeo oiia (t

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