IAOe?IIAEUeIA AEAAeAI?ss IAOE OE?A?IE

?INOEOOO A?II?AAI?*II? O?I?? OA IAOOIO?I??

OAeE 547.468:547.78+547.85

A?IAA?AOeUe Aieiaeeie? Na?a?eiae/

NEIOACE A?I?AAOEssOI??A AAOA?IOeEEE?*II? I?E?IAeE

IA INIIA? AOeEEAI?IICAI?UAIEO

A?I?EOINOII??AEO NIEAE OA ?O AIAEIA?A

02.00.10 – a?ii?aai?/ia o?i?y

AAOI?AOA?AO

aeena?oaoe?? ia caeiaoooy iaoeiaiai nooiaiy

aeieoi?a o?i?/ieo iaoe

Ee?a – 1999

Aeena?oaoe??th ? ?oeiien.

?iaioa aeeiiaia o a?aeae?e? o?i?? a?iaeoeaieo acioiai?nieo
aaoa?ioeeee?/ieo iniia ?inoeoooo a?ii?aai?/ii? o?i?? oa iaooio?i?? IAI
Oe?a?ie.

Iaoeiaee eiinoeueoaio:

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

Ae?A* Ai?en Na?a?eiae/,

?inoeooo a?ii?aai?/ii? o?i?? oa iaooio?i?? IAI Oe?a?ie,

caa?aeoaa/ a?aeae?eo o?i?? a?iaeoeaieo acioiai?nieo

aaoa?ioeeee?/ieo iniia

Io?oe?ei? iiiiaioe:

caneoaeaiee ae?y/ iaoee,

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

IINEAA A?eoi? Aieiaeeie?iae/,

Eacainueeee o?i?ei-oaoiieia?/iee ?inoeooo ?i. N.I.E??iaa,

caa?aeoaa/ eaoaae?e i?aai?/ii? o?i??

aeieoi? o?i?/ieo iaoe

?IIAIIA Ieeiea Ieeieaeiae/,

?inoeooo i?aai?/ii? o?i?? IAI Oe?a?ie,

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

aeieoi? o?i?/ieo iaoe

AIAE Aiae??e ?aaiiae/,

?inoeooo a?ii?aai?/ii? o?i?? oa iaooio?i?? IAI Oe?a?ie,

caa?aeoaa/ a?aeae?eo oioineioaco

I?ia?aeia onoaiiaa:

Ee?anueeee oi?aa?neoao ?iai? Oa?ana Oaa/aiea, eaoaae?a i?aai?/ii? o?i??

Caoeno a?aeaoaeaoueny 11 /a?aiy 1999 ?. i 10 aiaeei? ia can?aeaii?
niaoe?ae?ciaaii? a/aii? ?aaee Ae 26.220.01 a ?inoeooo? a?ii?aai?/ii?
o?i?? oa iaooio?i?? IAI Oe?a?ie,

253660, Ee?a-94, aoe. Io?iainueea, 1.

C aeena?oaoe??th iiaeia iciaeiieoeny o a?ae?ioaoe? ?inoeoooo
a?ii?aai?/ii? o?i?? oa iaooio?i?? IAI Oe?a?ie, 253660, Ee?a-94, aoe.
Io?iainueea, 1.

Aaoi?aoa?ao ?ic?neaiee 7 o?aaiy 1999 ?.

A/aiee nae?aoa? niaoe?ae?ciaaii? a/aii? ?aaee
Ae.I.Oaaei?ye

CAAAEUeIA OA?AEOA?ENOEEA ?IAIOE

Aeooaeuei?noue oaie. Cia/aiiy acioiai?nieo aaoa?ioeeee?/ieo nenoai aeey
i?ioean?a aeeoo?ae?yeueiino? aaaeei ia?aioe?ieoe. Aeineoue iaaaaeaoe, ui
o?aaiaioe oeeo nenoai aoiaeyoue o no?oeoo?o a?ee?a, ioeea?iiaeo eeneio,
a?oai?i?a, eioa?iaio?a, aeeaei?ae?a oa aaaaoueio neioaoe/ieo a?iaeoeaieo
niieoe. A?eueo?noue no/anieo iaaee/ieo i?aia?ao?a — iio?aei? i(yoe- oa
oanoe/eaiieo acioenoeo aaoa?ioeeee?a. Oiio ?ic?iaea c?o/ieo i?aeoiae?a
aei neioaco aaaeeiaeinooiieo aai iaa?aeiieo ?ai?oa oei?a
ooieoe?iiaeueiicai?uaieo acie?a oa acei?a ia? aeey a?ii?aai?/ii? o?i??
iniaeeao aeooaeuei?noue ia o?eueee a iaoeiaiio, aea ? a i?aeoe/iiio
aniaeo?.

Ia?niaeoeaiei iai?yieii oeeo aeine?aeaeaiue ? aea/aiiy
aaoa?ioeeee?caoe?e ia iniia? iiaeo ?aaaaio?a, aei yeeo ne?ae a?aeianoe ?
aoeeeai?iicai?uai? a?i?eoinoii??a? nie? oa ?o oinoi?eeuei? aiaeiae.
Caoaaaeeii, ui aeey neioaco aaoa?ioeeee?/ieo niieoe oinoii??a? ?aaaaioe
noaee aeei?enoiaoaaoenue ii??aiyii iaaeaaii i?ney i?iia?nueeeo ?ia?o
A.Oaaeoea?a, yeee a na?aaeei? 60-o ?ie?a caii/aoeoaaa aeine?aeaeaiiy
oeeee?caoe?e ia iniia? a?i?eo?eoai?eoinoii?e a?ii?aeo, ui aeyaeany
oi?eaeueiei ?aaaaioii aeey io?eiaiiy, aieiaiei /eiii, iaa?iiaoe/ieo
aaoa?ioeeee?/ieo niieoe, eio?? aaea ia i?noyoue oinoi?o. Aa?oi
a?aei?oeoe oaeiae ?iaioe A.Ca??aea ? A.A.Aeiia?ianueeiai, i?enay/ai?
canoinoaaiith

, ye? aaeaeiny aeaoinoi?eethaaoe ca aeiiiiiaith ??cieo niinia?a.

Iaeiae, iacaaaeath/e ia oe? ooiaeaiaioaeuei? aeine?aeaeaiiy, noa?a
canoinoaaiiy oinoii??aeo ?aaaaio?a a neioaoe/iiio aia?ao? o?i??
aaoa?ioeeee?a aei iaaeaaiueiai /ano ia aoea oe?ieith, ai ia ?o iniia?
aaeaaaeiny /ano?oa anueiai neioacoaaoe aai iio?aei? aecioe/ieo
aaoa?ioeeee?/ieo nenoai, aai oae? oeeee?/i? niieoee, eio?? iiaeia
io?eiaoe o?aaeeoe?eieie niiniaaie. Oiio iiooee iiaeo aeinooiieo
oinoii??aeo ?aaaaio?a, ye? iiaee a aooe iacai?iieie aeey neioac?a
ooieoe?iiaeueieo iio?aeieo iaeaaaeeea?oeo acieueieo oa aceiiaeo nenoai
caeeoaeenue aei ii/aoeo iaoeo aeine?aeaeaiue a na?aaeei? 80-o ?ie?a
oe?eeii aeooaeueieie.

Ca(ycie ?iaioe c iaoeiaeie ieaiaie oa oaiaie. ?iaioa aeeiioaaeanue a
?aieao ieaiiai? athaeaeaoii? oaiaoeee 1985-1999 ??. a?aeae?eo o?i??
a?iaeoeaieo acioiai?nieo aaoa?ioeeee?/ieo iniia ?AIIO IAI Oe?a?ie oa o
a?aeiia?aeiino? c i?iaeoaie Aea?aeaaiiai oiiaeo ooiaeaiaioaeueieo
aeine?aeaeaiue Oe?a?ie (a?aioe 3.3/66 oa 3.4/26 1994-1998 ??.), a oaeiae
I?aeia?iaeieo iaoeiaeo oiiae?a: Aeae. Ni?ina (a?aioe U6E000, U6E200
1994-1996 ??.) oa INTAS (a?aio 95-1115 i?ae aa?aeith i?io. A.?aeia?na c
Aaeuea??, 1998-1999 ??.).

Iaoa ? caaaeaiiy aeine?aeaeaiiy. Iniiaia iaoa ?iaioe iieyaaea o
nenoaiaoe/iiio aea/aii? noa?e canoinoaaiiy aoeeeai?iicai?uaieo
a?i?eoinoii??aeo nieae (AAOIN) oa ?o aiaeia?a aeey iaea?aeaiiy iio?aeieo
acioenoeo aaoa?ioeeee?a, aeine?aeaeaii? a?i?aaoeyoi?ieo aeanoeainoae
iiaeo i?iaeoeo?a oaeeo aaoa?ioeeee?caoe?e ? aeyniaii? ia?aaaa
oinoii??aeo neioac?a o ii??aiyii? c a?aeiieie i?aeoiaeaie aei io?eiaiiy
a?i?aaoeyoi??a aaoa?ioeeee?/ii? i?e?iaee.

Aaaeeeaeie caaaeaiiyie i?e aeeiiaii? ?iaioe aoee oae?:

1) ?ic?iaea c?o/ieo niinia?a io?eiaiiy AAOIN oa iiae?aieo
oinoi?eeueiaaieo aiai?ae?a;

2) aeine?aeaeaiiy oeo niaoeeo?/ieo aaoa?ioeeee?caoe?e AAOIN, ui
i?eaiaeyoue aei iiaeo oei?a ooieoe?iiae?ciaaieo acie?a oa acei?a;

3) aea/aiiy oe?ieiai niaeo?o a?i?aaoeyoi?ieo aeanoeainoae io?eiaieo
iio?aeieo acioenoeo aaoa?ioeeee?a oa aeyniaiiy caeaaeiino? “no?oeoo?a —
a?iaeoeai?noue”.

Iaoeiaa iiaecia iaea?aeaieo ?acoeueoao?a. Ia iniia? aeinooiieo
N-iie?oei?aee?eai?ae?a, iie?oei?aee?eaaoa?ieoioeai?a oa iaiane/aieo
aceaeoii?a aaeaeiny ?ic?iaeoe c?o/i? niiniae iaea?aeaiiy oe?ei? iecee
iiaeo oei?a (- ? (-AAOIN oa a?aeiia?aeieo oinoi?eeueieo iio?aeieo
aiai?ae?a c oa?aeoa?iei oa?oiiaaiiyi:

Oe?eani?yiiaaia aeine?aeaeaiiy canoinoaaiiy AAOIN o oaeiio eaioethc?
ia?aoai?aiue:

i?eaaei aei ?ic?iaee i?aia?aoeaieo neioac?a ?yaeo oeo ooieoe?iiaeueieo
iio?aeieo 1,3-acie?a oa acei?a, ye? /ano?oa anueiai ia aaeaaaeinue
io?eiaoe o?aaeeoe?eieie niiniaaie. Caa?iaii iniaeeao oaaao, iai?eeeaae,
ia aaaeeeao ?ieue (–oei?cai?uaieo (–AAOIN a neioacao iio?aeieo
5-ia?eaioi-1,3-acie?a:

Aeey iaea?aeaiiy iio?aeieo 4(5)-ia?eaioi?i?aeacieo aia?oa aoee
canoiniaai? aiaeiae

(–AAOIN —- aoeeeai?iiiaoeeoinoii??a? nie?:

?acii c oei aeaye? (–AAOIN aaeaeiny aeei?enoaoe ? aeey io?eiaiiy iiaeo
oinoi?iai?nieo iio?aeieo 4-ia?eaioii??ei?aeei?a:

Ciaeaeaii, ui aaaeeeao ?ieue o iaaaaeaieo aeua ia?aoai?aiiyo
a?ae?a?athoue noaa?e?ciaai? oinoii??a? ?e?aee aoeeee?/ii? oa
aaoa?ioeeee?/ii? aoaeiae. Na?aae ieo iniaeeai oe?iieie aeyaeeenue oae?
aenieiiiey?i? iio?aei? 1,3-acie?a:

Aeaeieae?caoe?y ai?iiiiai ca?yaeo a oeeo iaciia?ieo ?e?aeao-aaoa?iao
nooo?ai caeaaeeoue a?ae i?e?iaee aecioeeee?/iiai ioeeaio?eueiiai oeaio?a
Y, ia yeiio aeaeo?iiia aonoeia iai/?eoaaii c?inoa? a ?yaeo O ( S ( Se,
ui c(yniaaii ca aeiiiiiaith eiiieaeniiai o?i?/iiai, ae?aeueeiiao?e/iiai
oa ?aioaaiino?oeoo?iiai aeine?aeaeaiiy. Oae? ?e?aee-aaoa?ie ia??aeei
a?ae?a?athoue aaaeeeao ?ieue o ni?yiiaai?e iiaeeo?eaoe??
aaoa?ioeeee?/ieo o?aaiaio?a ca aeiiiiiaith iaoiaeieia?? “Umpolung”.

?aoaeueia aea/aiiy ia?aoai?aiue AAOIN oa nii??aeiaieo oinoii??aeo
?e?ae?a iieacaei, ui /anoi aiie ? iiaeaeueieie ? i?e aeei?enoaii?
a?aeiia?aeieo ?aaaaio?a iiaeia aaiaeeoe a aaoa?ioeeee?/ia e?eueoea
cai?noue oinoii??ai? a?oie ?io? aeaeo?iiiaeoeaioi?i? caeeoee:
P(O)(OAlk)2, P(O)Ar2, CN, COOAlk ? o.i. Aeey i?eeeaaeo aeaaeaii ia oaeee
caaaeueiee i?aeo?ae aei neioaco oe?eaaeo o?eooieoe?iiaeueiicai?uaieo
ienacie?a:

*eiaei ?ioeo aaoa?ioeeee?caoe?e ca o/anoth AAOIN oa ?o aiaeia?a
?icaeyiooi a ?icae?eao 2-4. An? aiie aeei?enoai? aeey io?eiaiiy
aaaaoueio iiaeo ooieoe?iiae?ciaaieo iio?aeieo ienacieo, o?acieo,
naeaiacieo, ?i?aeacieo, oao?acieo, i??ei?aeeio, s-o?eaceio oa
?i?aeaci[1,2-a]i??eaeeio. Nenoaiaoe/ia aea/aiiy ?o a?i?aaoeyoi?ieo
aeanoeainoae i?eaaei aei aeyaeaiiy aoaeoeaieo ?inaeoeoeeae?a,
iaiaoioeeae?a, ooia?oeeae?a oa aa?a?oeeae?a. E??i oiai, aeaye? iio?aei?
acioenoeo aaoa?ioeeee?a i?iyaeee aenieo aioei?e?iaio, aioeaeanoe/io,
aioeaenoaeaoeaio oa aiaeueaaoe/io aeoeai?noue.

Nenoaiaoe/ia aeine?aeaeaiiy caeaaeiino? “no?oeoo?a — a?iaeoeai?noue”
iieacaei nooo?aa cia/aiiy i?e?iaee ye aaoa?ioeeee?/iiai e?eueoey, oae ?
cai?niee?a o iueiio. Aeaoaeuei?oa oe? caeiiii??iino? ?icaeyioo? o
?icae?e? 5, a ooo caa?iaii oaaao o?eueee ia oa, ui a?eueo?noue ?c
aeyaeaieo aoaeoeaieo a?i?aaoeyoi??a ? iio?aeieie ienacieo, oi/a aei
iaaeaaiueiai /ano aaaaeaeiny iaeiia?niaeoeaiei aanoe iiooe a?iaeoeaieo
i?aia?ao?a ienacieueii? i?e?iaee.

Oni?oia caaa?oaiiy on?o oeeo aeine?aeaeaiue i?eaaei aei noai?aiiy
caaaeueii? eiioeaioe?? oinoii??aeo neioac?a a?i?aaoeyoi??a
aaoa?ioeeee?/iiai ?yaeo, eio?a aaco?oueny ia oe?ieiio canoinoaaii?
aeinooiieo ooieoe?iiae?ciaaieo oinoii??aeo ?aaaaio?a a ?aa?inaeaeoeaieo
oeeee?caoe?yo, i?inoio? aeae?eaiiy a ?iaeea?aeoaeueiiio noai? i?iaeoeo?a
oaeeo aaoa?ioeeee?caoe?e, iiaeeeaino? iiaeeo?eaoe?? ?o ca aeiiiiiaith
iaoiaeieia?? “Umpolung” ?, ia?aoo?, caeaoiino? ?o aei eaaeiai
aeaoinoi?eethaaiiy a eoaeiiio na?aaeiaeu?.

Ia?aaaae oeueiai caaaeueiiai i?aeoiaeo iano?eueee i/aaeaei?, ui aaea a
iaeaeeae/iio iaeaooiueiio ne?ae i/?eoaaoe nooo?aiai ?icoe?aiiy noa?e
canoinoaaiiy ooieoe?iiae?ciaaieo oinoii??aeo ?aaaaio?a a i?aia?aoeaieo
neioacao iioaioe?eieo a?i?aaoeyoi??a aaoa?ioeeee?/ii? i?e?iaee.

I?aeoe/ia cia/aiiy iaea?aeaieo ?acoeueoao?a iieyaa? a ?ic?iaoe? c?o/ieo
niinia?a iaea?aeaiiy ?yaeo iiaeo ooieoe?iiaeueieo iio?aeieo acie?a oa
acei?a ia iniia? aeinooiieo AAOIN oa ?o aiaeia?a. Na?aae i?iaeoeo?a
oaeeo aaoa?ioeeee?caoe?e aeyaeai? aoaeoeai? a?i?aaoeyoi?e oe?ieiai
niaeo?o ae??. Aeaye? c ieo — 4-oinoi?eeueiaai? iio?aei?
5-ae?aee?eai?iiienacie?a (?inaeoeoeeaee, aioeaeanoe/i? i?aia?aoe),
cai?uai? 4-?i?aeacie?eoinoii??a? nie? (i?ioea?eaeia? i?aia?aoe) oa
iio?aei? 1-aee?e-5-ia?eaioi?i?aeacie?a (aiaeueaaoeee) — caneoaiaothoue
ia iiaeaeueoa aeaoaeueia aeine?aeaeaiiy.

Iniaenoee aianie aaoi?a ? aecia/aeueiei ia an?o aoaiao aeine?aeaeaiiy ?
iieyaa? a caaaeuei?e iinoaiiaoe? caaaeaiiy, o aeai?? ia(?eo?a
aeine?aeaeaiiy, naiino?ei?e ?ic?iaoe? iaoiae?a aenia?eiaioo, aiae?c?,
?ioa?i?aoaoe?? oa ocaaaeueiaii? aenia?eiaioaeueieo aeaieo, iaea?aeaieo
ia o?eueee naiino?eii, aea e o ni?aaaoi?noa? c ?ioeie aeine?aeieeaie.

Ai?iaaoe?y ?acoeueoao?a aeena?oaoe??. Iaoa??aee aeena?oaoe?eii? ?iaioe
aeiiia?aeaeenue ia XV, XVI, XVII, XVIII Oe?a?inueeeo eiioa?aioe?yo c
i?aai?/ii? o?i?? (Oaeai?iae, 1986 ?.; Oa?iii?eue, 1992 ?.; Oa?e?a, 1995
?. oa Aei?i?iiao?ianuee, 1998 ?.). E??i oiai, aiie aoee i?aaenoaaeai? ia
e?eueeio eiioa?aioe?yo, i?enay/aieo o?i?? acioenoeo aaoa?ioeeee?a
(Iiainea??nuee, 1987 ?.; *i?iiaieiaea, 1991 ?.; Oaeaae, 1995 ?.; Oa?e?a,
1997 ?.) oa o?i?? oinoi?i?aai?/ieo niieoe (Oaee?ii, 1989 ?.;
N.-Iaoa?ao?a, 1993 ?.). Ne?ae oaeiae caaaeaoe aeiiia?ae? ia V
Ananithciiio neiiiceoi? c i?aai?/iiai neioaco (Iineaa, 1988 ?.) oa
THa?eaei?e eiioa?aioe??, i?enay/ai?e o?c?ieia?/ii aeoeaiei ?a/iaeiai
(Oa?e?a, 1996 ?.).

Ioae?eaoe??. Iaoa??aee aeena?oaoe?eii? ?iaioe aeeeaaeai? a iiiia?ao??
[1], 45 noaooyo [2-46], aaoi?nueeiio na?aeioeoa? [47], 3 iaoaioao
Oe?a?ie [48-50] oa oacao 22 aeiiia?aeae [51-72].

No?oeoo?a ? ianya aeena?oaoe??. Aeena?oaoe?eia ?iaioa neeaaea?oueny c?
anooio, i’yoe ?icae?e?a, aeniiae?a ? nieneo e?oa?aoo?e, ui iae?/o? 315
iaeiaioaaiue.

O ia?oiio oa ae?oaiio ?icae?eao ?icaeyaeathoueny iia? i?aeoiaee aei
neioaco AAOIN oa ?o aoeeee?/ieo iio?aeieo ioeeaio?eueii? oa
aeaeo?io?eueii? i?e?iaee. O?ao?e oa /aoaa?oee ?icae?ee i?enay/ai?
canoinoaaiith AAOIN aeey io?eiaiiy iio?aeieo i(yoe- oa oanoe/eaiieo
aaoa?ioeeee?/ieo nenoai, a ?o a?i?aaoeyoi?ia aeoeai?noue aeaoaeueii
?icaeyiooa o i(yoiio ?icae?e?.

?iaioa i?noeoue 40 noai, 106 oaaeeoeue ? 17 ?enoie?a. Iiaiee ianya
?iaioe

378 noi??iie, c yeeo 167 noi??iie caeiathoue aeiiii?aei? iaoa??aee.

INIIAI? ?ACOEUeOAOE ?IAIOE

1. Iaea?aeaiiy AAOIN oa ?o oinoi?eeueieo aiaeia?a

O 1973 ?. A.N.Ae?a/, A.I.Nae?eaeia ? I.A.E??naiia io?eiaee ia?o?
i?aaenoaaieee (-AAOIN ca aeiiiiiaith ianeeaaeieo ia?aoai?aiue o. ca.
oei?aeueai?ae?a (aeea. AEIO, 1975, 45, 12-16). Oeae i?aeo?ae, oi/a ? ?
aaaeeeaei, ana ae oaee aeyaeany iai?eaeaoiei aeey neioaco iaei?ino?oeo
i?aaenoaaiee?a (-AAOIN. Oiio iai aeiaaeiny ?ic?iaeoe ua e?eueea iiaeo
niinia?a iaea?aeaiiy ia o?eueee (-AAOIN, aea e ?ciia?ieo (-AAOIN, ye?
cian?i ia aoee a?aeii? ?ai?oa.

Ia noai? 1 iieacai? iniiai? noaae?? iiaiai neioaco (-AAOIN oa ?o
oinoi?eeueieo aiaeia?a ia iniia? aeineoue aeinooiieo
(-aoeeeai?iicai?uaieo (,(-iaiane/aieo ea?aiiiaeo eeneio (2,10), eio??
nii/aoeo oei?oaaeenue, a iio?i ia?iaeyeenue ??ciiiai?oieie niieoeaie
o?eaaeaioiiai oinoi?o. A ?acoeueoao? ooai?thaaany ia o?eueee ca(ycie
N-?, aea e a?aeaoaaeinue aeaea?aieneethaaiiy ? a?aeuaieaiiy
oei?iaiaeith, ui i?eaiaeeei aei a?aeiia?aeieo

iieiaeaiiy i?ioiiii? i?oee a?ey N=N ca(yceo caeeoa?oueny aac ci?ie. Ca
aeiiiiiaith aecia/aiiy ENNA 3JHP a niaeo?ao ssI? 1I oaeeo oinoi?iai?nieo
aiai?ae?a aai /ano?oa ?o iio?aeieo (20, 22, 105) iieacaii, ui aoiie
aiaeith oa oinoi?o ciaoiaeyoueny a?ey ca(yceo N=N a oeen-iieiaeaii?
(3JHP 12-19 Aoe), ai aeey ?o o?ain-?ciia??a iiaeia i/?eoaaoe ENNA 3JHP
( 40 Aoe. O oiio aeiaaeeo, eiee niaeo?ineii?y ssI? 1I aeyaeyeanue
iai?eaeaoiith, i?eoiaeeeinue caa?oaoenue aei ?aioaaiineii?/ieo
aeine?aeaeaiue (?NAe). Oae, ca aeiiiiiaith ?NAe iaae?eii anoaiiaeaii, ui
Z-?ciia?

(-aaici?eai?iiei?e/ii? eeneioe (10, R=R1=Ph) ia?aoai?th?oueny a
?acoeueoao? eaioethaa ?aaeoe?e, iaaaaeaieo ia noai? 1, a E-?ciia?
(-aaici?eai?iinoe?ee(oai?e)oino?iiai? eeneioe (24, R=Ph, Ph/P — o?ain,
dC=C 1.328(3) A, dC—P 1.802(2) A).

Caoaaaeeii, ui iiaee ?aa?i- oa noa?ainaeaeoeaiee neioac (-AAOIN oa ?o
aiaeia?a, yeee ?icaeyiooee aeua, aeyaeany iacai?iiei aeey neioaco oeo
(–oinoi?eeueiaaieo aiai?ae?a, eio?? ia iathoue ooieoe?iiaeueieo
cai?niee?a a (–iieiaeaii? aeeai?eueiiai o?aaiaioa. ?acii c oei aeey
io?eiaiiy neeaaei?oeo i?aaenoaaiee?a (–AAOIN aeei?enoai? oae? eaioethae
?aaeoe?e:

Ia?aoai?aiiy (27)((31) ? (28)((32) aoee a?aeii? ?ai?oa eeoa aeey
aocueeiai eiea i?aaenoaaiee?a, a iai aaeaeiny nooo?ai ?icoe?eoe noa?o
canoinoaaiiy N-iie?oei?aee?eai?ae?a aeey io?eiaiiy oei?iai?nieo (-AAOIN
(31-34). ?acii c oei, aeey neioaco iiae?aieo

?aaaaio?a aia?oa aeei?enoai? aeinooii? N-iie?oei?aee?eaaoa?ieoioeaie
(43,44,54) [17,26,33]. O i?aia?aoeaiiio a?aeiioaii? iniaeeaa cia/aiiy
ia? iine?aeiaia aca?iiae?y

N-iie?oei?aoee?cioe?aiao?a (43,44) nii/aoeo c o?eoai?eoino?iii, a iio?i
c ai?iaie, ui i?eaiaeeoue ia??aeei aei oaeeo oinoii??aeo iio?aeieo
aina/iaei (52,53), eio?? aaaeei aai iaiiaeeeai io?eiaoe ?iaeoa.

Ne?ae a?aei?oeoe, ui a?eueo?noue oei?iai?nieo (-AAOIN, ?icaeyiooeo aeua,
a naith /a?ao iiaeooue aooe aeei?enoai? aeey noa?ainaeaeoeaiiai
aaaaeaiiy ?ioeo ooieoe?iiaeueieo cai?niee?a a (-iieiaeaiiy aei
oinoii??aiai oeaio?a, iai?eeeaae:

Oaeei /eiii, ?icaeyioo? i?aeoiaee aeathoue iiaeeea?noue neioacoaaoe
??ciiiai?oi? oeie (-AAOIN, aea ia i?eaeaoi? aeey io?eiaiiy (-AAOIN.
Inoaii? aia?oa aaeaeiny neioacoaaoe ia iniia? aeinooiieo iaiane/aieo
aceaeoii?a (60) c iaeiei aai aeaiia aoiiaie oei?o a

4-iaoeeaiiaiio caeeoeo, ye iieacaii ia noai? 2. I?e aeei?enoaii? noi?o?
aaiiao?e/ieo ?ciia??a aceaeoiio (60a) ooai?th?oueny noi?o
(E+Z)-i?iaeoeo?a oinoi?eethaaiiy. Iaeiae iiae?aia ia?aoai?aiiy E-?ciia?a
aceaeoiio (60a) oa eiai aeeoei?iaoeeaiiaiai aiaeiaa (60a) ? oe?eeii
noa?ainaeaeoeaiei. Iaae?eia anoaiiaeaiiy i?inoi?iai? aoaeiae aaoa?io
(66a) ca aeiiiiiaith ?NAe aeicaieeei aeinoia??ii ?ioa?i?aooaaoe
noa?aio?i?/i? iniaeeaino? oaeiai eaioethaa ia?aoai?aiue:
A-(60a)(A-(61a)(A-(63a)(A-(66a)(A-(69).

Oaaeeoey 1

Noa?aio?i?/i? iniaeeaino? ooai?aiiy (-AAOIN oa nii??aeiaieo niieoe

R1 Oei ia?aoai?aiiy Niaeo?aeuei? iaoiaee, ye? aeei?enoai?

]

Caoaaaeeii, ui i?iaeoeoe a?ae?ie?co oinoii??aeo iio?aeieo aceaeoii?a
ii-??ciiio aeaea?aieneeththoueny a caeaaeiino? a?ae i?e?iaee caeeoeo R1
[aeea. ia?aoai?aiiy: (66a)((69) ? (66a)((98)]. Iniaeeai aaaeeeaei ?
inoaii? c ieo, yea i?eaiaeeoue aei iaa?aeiiiai ?ai?oa

N-aaici?eo?eoai?eoinoi?ai?e?aeaieaoai?i?aeo (98), eio?ee aaeaeiny
aeae?eeoe a ?iaeea?aeoaeueiiio noai?. A ?* niaeo?? ?ic/eio ?aaaaioo (98)
a aeeoei?iaoai? ciaeaeai? ?ioaineai? nioae i?e 1673 ni-1 ((N=I) ? 2082
ni-1 ((N=N=N). O niaeo?? ssI? 13N aaaeeeaei ? ia?o ca ana cia/aiiy
o?icnoao ?e?aeiiai aoiia aoaeaoeth ((N( 41.89 i.ae., 1JPC( 119.3 Aoe,
NAeNL3). E??i oiai, cia/io oe?ii?noue aeey ?aeaioeo?eaoe?? oinoaeoioeaio
(98) iaei i?iaaaeaiiy ?NAe i?iaeoeoo i?e?aeiaiiy aei iueiai aiaee.

Ne?ae cacia/eoe ia?aoo?, ui aeaye? oei?iai?ni? aceaeoiie aoee
canoiniaai? ia o?eueee aeey neioaco (-AAOIN, aea e a?aeiia?aeieo
oinoi?eeueieo aiaeia?a, ye? aeyaeeenue iaeiae iaio c?o/ieie aeey
aea/aiiy aaoa?ioeeee?caoe?e, /ei ?o oinoii??a? iiia?aaeieee.

2. Canoinoaaiiy AAOIN oa ?o aiaeia?a a neioacao ooieoe?iiaeueiicai?uaieo
ienacie?a, o?acie?a oa naeaiacie?a

Nenoaiaoe/ia aea/aiiy aaoa?ioeeee?caoe?e (-AAOIN iieacaei, ui aeaye? c
ieo i?eaeaoi? aeey i?aia?aoeaiiai iaea?aeaiiy ??cieo oei?a iio?aeieo
ienacieo, eio?? i?aaenoaaeai? ia noai? 3.

Caa?iaii oaaao ia?o ca ana ia caaaeueiee i?aeo?ae aei neioaco
4-oinoi?eeueiaaieo ienacie?a, ui ia i?noyoue cai?niee?a o iieiaeaii? 5
e?eueoey [aeea. ia?aoai?aiiy (31)((114)((120) oa (41)((115)((121)]. Oe?
eaioethae ?aaeoe?e aeathoue iiaeeea?noue aaiaeeoe a iieiaeaiiy 4, e??i
o?eoai?eoinoii??ai? a?oie, ua e ii-??ciiio cai?uai? oinoi?eeuei?
caeeoee. I?ii?aeieie i?iaeoeoaie a oeeo ia?aoai?aiiyo ? oinoi?iai?ni?
aeueaeaa?aee

) i?e ia?iaoe? eoaii aea? 2-oai?eienacie, eio?ee neioaciaaiee e?eueeiia
?ioeie niiniaaie.

Ia iaio aaaeeeaei aeyaeeinue canoinoaaiiy aeinooiiiai oeio (-AAOIN (32)

aeey i?aia?aoeaiiai iaea?aeaiiy iio?aeieo 5-ia?eaioiienacieo. Oi/a
?yae i?aaenoaaiee?a no?oeoo? (122, 123) ? aoei io?eiaii ?ai?oa (aeea.
I.I.Eiaaiia, A.I.Ia?oeithe, A.N.Ae?a/, AEIO, 1980, 50, 2248-2257), aea a
i?ioean? iiooeo a?iaeoeaieo i?aia?ao?a iaie nooo?ai ?icoe?aia noa?a
canoinoaaiiy ?aaaaio?a (32) a oeeo neioacao ? aei oiai ae aia?oa
aea/aii aeaoinoi?eethaaiiy ienacie?eoinoii??aeo nieae, ui i?eaaei aei
?ic?iaee caaaeueiiai niiniao iaea?aeaiiy S-cai?uaieo iio?aeieo
2-R-5-ia?eaioiienacie?a (126, 126-A, 129). Aaaeeeao ?ieue a
i?aia?aoeaieo eaioethaao ia?aoai?aiue: (32)((117)((122)((126),
(32)((118)((123)((127) a?ae?a?athoue noaa?e?ciaai? oinoii??a? ?e?aee
(117, 118) ienacieueiiai ?yaeo. Aea/aiiy nii??aeiaiiai ?yaeo oaeeo
aenieiiiey?ieo niieoe ca aeiiiiiaith eiiieaeniiai niaeo?aeueiiai,
ae?aeueeiiao?e/iiai, o?i?/iiai oa ?aioaaiino?oeoo?iiai aeine?aeaeaiiy
iieacaei, ui ?iciiae?e aeaeo?iiii? aonoeie a ieo nooo?ai caeaaeeoue a?ae
i?e?iaee aecioeeee?/iiai ioeeaio?eueiiai oeaio?a, ye aeaeii c aeaieo
oaae. 2.

Oaaeeoey 2

Aeeiieuei? iiiaioe oa aeai? ?NAe (aeea. ?en.1) iaciia?ieo oinoii??aeo
?e?ae?a

ienacieueiiai ?yaeo, aeey yeeo aaaeeea? oae? ?aciiaini? no?oeoo?e:

I (iaiiey?ia) ? (?e?aeia)
A (aaoa?iiaa)

N

niieoee Y Aeeiieueiee iiiaio

aoiia eenith ia iaio aeaeo?iiiaeoeaioi?i? aoiie S oa Se iaoiiaeaia
??ciith i?e?iaeith aaeaioieo aeaeo?ii?a aeaiaio?a ae?oaiai, o?aoueiai ?
/aoaa?oiai ia??iae?a oa ?o iaiaeiaeiaith caeaoi?noth aei ooai?aiiy
e?aoieo ca(yce?a, yea nooo?ai ciaioo?oueny a ?yaeo O(S((Se. Oey
caeiiii??i?noue oa?aeoa?ia ia o?eueee aeey ?e?ae?a-aaoa?i?a ienacieueii?
i?e?iaee, aea e a?aeiia?aeieo iio?aeieo o?acieo, naeaiacieo oa
?i?aeacieo, ui ?icaeyioo? aeae?.

?en. 1 Iieaeoey?ia no?oeoo?a noaa?e?ciaaiiai iaciia?iiai ?e?aeo (117a)
ca ?NAe.

?en. 2 Iieaeoey?ia no?oeoo?a cai?uaii? 4-ienacie?eoinoii??ai? nie?
(122a) ca ?NAe.

Ia iniia? (-oinoi?eeueiaaieo (,(-aeeoei?a?i?eai?ae?a (32, 42) aaeaeiny
io?eiaoe /eneaii? iio?aei? ia o?eueee 5-ia?eaioiienacieo, aea e
5-ai?ii-, oa 5-a?ae?aceiiienacieo (aeea. noaio 4). Ne?ae caoaaaeeoe, ui
oeeee?caoe?? (32)((132) oa (42)((133) ciaeaeai? ua aei ii/aoeo iaoi?
?iaioe (aeea. A.N.Ae?a/ oa ?i., AEIO, 1974, 44, 1712-1715; 1975, 45,
12-16), aea iai aaeaeiny ?icoe?eoe noa?o ?o canoinoaaiiy ? aia?oa
i?iaanoe aeaoinoi?eethaaiiy (132)((134), yea ia? i?aia?aoeaia cia/aiiy
oiae?, eiee iaia? iiaeeeaino? i?iaanoe aeaea?aieneethaaiiy a?aeiia?aeieo
5-ae?aee?eai?ii-4-ienacieea?aiiiaeo eeneio.

Oe?eaaeie ?aaaaioaie aeey neioaco o?eooieoe?iiaeueiicai?uaieo ienacie?a,
ye anoaiiaeaii iaie, ? oae? i?aaenoaaieee (-AAOIN (32), eio?? i?noyoue a
aoeeeueiiio caeeoeo a?oie: ClCH2, Cl2CH, Cl3C, ui aa?ooue o/anoue a
?aaeoe?yo c ai?iaie [aeea. ia?aoai?aiiy:

(32-A)((135), (32-A)((136)((138), (32-A)((141)]. Aenieo ?ooeea?noue
aoii?a oei?o a i?ii?aeieo niieoeao (136) iiaeia iiynieoe ca aeiiiiiaith
i?eioeeio a?i?eia??: ae?aee?eai?iia?oia — neeueiee aeiii? aeaeo?ii?a —
ia?aaea? na?e aieea /a?ac acaae??iiao nenoaio. Iayai?noue oi?i?eueii?
a?oie a niieoeao (138, 139) aeiaaaeaia niaeo?aeueieie oa o?i?/ieie
iaoiaeaie. Oe? iia? oinoi?iai?ni? aeueaeaa?aee ienacieueiiai ?yaeo,
ye ? aaaaoi ?o i?ino?oeo aiaeia?a, eaaei aeathoue a?aeiia?aei?
oai?ea?ae?aciie, o?inaieea?aaciie oa aca?iiae?thoue c ?aaaaioaie, ui
i?noyoue aeoeaio iaoeeaiiao a?oio.

Ia iniia? AAOIN oa nii??aeiaieo ?aaaaio?a aaeaeiny ?ic?iaeoe iia?
i?aeoiaee aei io?eiaiiy oe?eaaeo iio?aeieo ia o?eueee ienacieo, aea e
o?acieo oa naeaiacieo. sse aeaeii ?c noai 5 ? 6, iaeaaaeeea?o? c oeeo
i?aeoiae?a i?eaiaeyoue aei iio?aeieo 5-ia?eaioio?acieo oa

5-ia?eaioinaeaiacieo. Caa?iaii oaaao ianaiia?aae ia eaioetha
i?aia?aoeaieo ia?aoai?aiue (32)((162)((163)((167), yeee ? c?o/iei ?
aeineoue caaaeueiei niiniaii aaaaeaiiy aee?eo?i-, a?eeo?i- oa
aaoa?eeo?ia?oi a iieiaeaiiy 5 o?acieueiiai e?eueoey. Aaaeeeao ?ieue a
oeueiio i?ioean? a?ae?a?athoue aoeeee?/i? n??eiai?ni? oinoii??a? ?e?aee
(162), eio?? aeoaea eaaei ? oe?eeii ?aa?inaeaeoeaii oeeee?cothoueny i?e
ae?? oei?iaiaeith.

Ia iaio aaaeeeaeie i?ii?aeieie ?aaaaioaie aeyaeeenue noaa?e?ciaai?
oinoii??a? ?e?aee (158-161), ye? c aenieeie aeoiaeaie iaea?aeothoueny ca
aeiiiiiaith oaeeo ia?aoai?aiue: (107)((156)((158) aai (159);
(107)((157)((160) aai (161) (aeea. noaio 5).

Aeey aaaaeaiiy a o?acieueia oa naeaiacieueia e?eueoea a?eeo?i- oa
aaoa?eeo?ia?oi c?o/i?oa aeei?enoiaoaaoe ia ?e?aee (158, 160), a ?o
iiia?aaeieee (156, 157), eio?? eaaei aca?iiae?thoue c o?ioaiieaie oa
aaoa?eeo?ieaie. sse aeaeii c? noaie 6, ?aaaaioe (156) iiaeooue
ooai?thaaoeny ? i?e aca?iiae?? noaa?e?ciaaieo oinoii??aeo ?e?ae?a
ienacieueiiai ?yaeo (117) c oei?iaiaeiai. I?ioiioaaiiy ?e?aeiiai oeaio?a
niieoe (117) i?eaiaeeoue aei iaa?iiaoe/ieo ienacie?i-5-o?ii?a (172), ye?
eaaei ?icuaieththoueny oei?iaiaeiai, a iio?i ?aoeeee?cothoueny ?
aeathoue ?aaaaioe (156), ui oaeaeei eiiaeainothoueny c ??ciiiai?oieie
o?ieaie [aeea. ia?aoai?aiiy (117)((172)((156)((163) aai (174) ia noai?
6]. Iiaeaeueoa ia?iaea eoaii oeeo i?iaeoeo?a eiiaeainaoe?? i?eaiaeeoue c
aenieei aeoiaeii aei iaoinoi?eeueiaaieo iio?aeieo 5-ia?eaioio?acieo
(163(167 oa 174(176). Iayai?noue aeaio ??cieo acieueieo o?aaiaio?a a
niieoeao (176) aeiaaaeaia ca aeiiiiiaith niaeo??a ssI? 13N oa
iacaeaaeieo neioac?a 2,2(-aeeoai?e-5-ienacie?e-5(-o?acie?enoeueo?aeo.

3. Oinoii??a? neioace iio?aeieo ?i?aeacieo oa oao?acieo

Aeinooii? oinoii??a? ?aaaaioe (106), ye? io?eiothoueny c a?aeiia?aeieo
(-AAOIN, aeyaeeenue i?eaeaoieie aeey iaea?aeaiiy
1-aee?e(a?ee)-2-a?ee?i?aeacie-4-?eoinoii??aeo nieae (197), ui eaaei
aeaoinoi?eeththoueny o eoaeiiio na?aaeiaeu? (aeea. noaio 7). ?acii c oei
ua aaaeeea?o? iio?aei? ?i?aeacieo aaeaeiny aia?oa neioacoaaoe ia iniia?
aeinooiieo oinoii??aeo nieae (200), ui ? aeineoue i?inoeie aiaeiaaie
?aaaaio?a (106). I?e aca?iiae?? oinoi?iai?nieo ?i?aei?eoei?eae?a (200) c
oe?aiaoii aai ?iaeai?aeii iao??th ooai?ththoueny, i/aaeaeii, i?ii?aei?
?i?aei?eaaoa?ieoioeaie, eio?? eaaei oeeee?cothoueny ca ?aooiie
aioo??oiueiiieaeoey?iiai i?e?aeiaiiy aeoeaii? iaoeeaiiai? a?oie aei
aeaeo?io?eueiiai oeaio?a oa?oiiaaiiy (N=C=X. A ?acoeueoao?
ooai?ththoueny c aenieeie aeoiaeaie noaa?e?ciaai? oinoii??a? ?e?aee
(208, 209), a?aeianaiiy yeeo aei iio?aeieo ?i?aeacieo iaae?eii
aeiaaaeaii. Oae, aeaye? c ieo (208, O=I) anooiathoue a ?aaeoe?th
A?oo?aa, ui i?eaiaeeoue aei

2-R-4-a?ee?aeai-2-?i?aeacie?i-5-ii?a, eio?? ?ai?oa neioaciaai? ?ioeie
niiniaaie.

Na?aae aaaaoueio ia?aoai?aiue oinoii??aeo ?e?ae?a ?i?aeacieueiiai ?yaeo,
ui i?aaenoaaeai? ia noai? 7, i?eaa?oa? oaaao oe?eeii ?aa?inaeaeoeaia
aee?ethaaiiy niieoe (209), yea a?aeaoaa?oueny a i(yeeo oiiaao. O
niaeo?ao ssI? 1I i?iaeoeo?a iaoeethaaiiy ?aaaaio?a (209) ciaeaeai?
neiaeaoi? neaiaee a ?ioa?aae? ( 2.42-2.48 i.ae., eio?? ne?ae a?aeianoe
aei a?oie SCH3, ai a i?iaeoeoao N-iaoeethaaiiy (197, 223-220) ?aciiaini?
neaiaee a?oie NCH3 i?iyaeythoueny a ?ioa?aae? ( 3.70-3.95 i.ae.

Oe?eaai, ui iiaeaeueoa aee?ethaaiiy niieoe (211), a oaeiae ?o aiaeia?a
(210, 212-214) i?ioiaeeoue a naith /a?ao oe?eeii ?aa?inaeaeoeaii ca
o/anoth oiai aoiia e?eueoey, yeee a?eueo a?aeaeaeaiee a?ae oinoii??aiai
oeaio?a. Aaaeeeao ?ieue o oeueiio i?ioean? a?ae?a?athoue i?ii?aei?
iaciia?i? oinoii??a? ?e?aee (216-219). Oi/a aeaeo?iiia aonoeia a oeeo
niieoeao a cia/i?e i??? ?iciiae?eaia i?ae iaiia aoiiaie acioo e?eueoey,
?o aca?iiae?y c aee?ethth/eie aaaioaie a?aaea? nai?th aenieith
?aa?inaeaeoeai?noth, ai i?eaiaeeoue iaeaea aeeeth/ii aei iaeiiai ?ciia?o
N-aee?ethaaiiy. Aoaeiao an?o oeeo i?iaeoeo?a N-aee?ethaaiiy (220-223)
aaeaeinue iaae?eii anoaiiaeoe ca aeiiiiiaith niaeo?aeueieo oa
neioaoe/ieo iaoiae?a.

Oae, aeine?aeaeaiiy niaeo??a ssI? 1I
1-iaoee-5-iaoeeo?i-2-oai?e?i?aeacie-4-?e(o?eoai?e)oinoii?e eiaeeaeo,
i?/aiiai ?cioiiii 15N, aeicaieeei iaeiicia/ii anoaiiaeoe iieiaeaiiy
iaoeethaaiiy ?e?aeo (216a).

Cai?uai? ?i?aeacie?eoinoii??a? nie? (220, 221), ye? aaea ia i?noyoue
?ooeeaeo aoii?a aiaeith, eaaei aeaoinoi?eeththoueny o eoaeiiio
na?aaeiaeu?, ui ia? i?aia?aoeaia cia/aiiy

?en. 3. Iieaeoey?ia no?oeoo?a noaa?e?ciaaiiai ?e?aeo (250a) ca ?NAe.

?en. 4. Iieaeoey?ia no?oeoo?a noaa?e?ciaaiiai ?e?aeo (251) ca ?NAe.

aeey neioaco 5-ooieoe?iiae?ciaaieo ?i?aeacie?a (224, 225), eio??
iathoue a iieiaeaii? 5 e?eueoey aaaeeea? n??eiai?ni? a?oie:SAlk, SAr,
SHet, SO2Alk, SO2Ar.

Ia iniia? oinoii??aeo iio?aeieo ai?i?aei?eoei?eae?a, ye? aaciina?aaeiuei
ca(ycai? c

aca?iiae?thoue c aceaeii iao??th neeaaei?oa. A ?acoeueoao?
ooai?ththoueny, ye iieacaii ia noai? 8, oinoii??a? ?e?aee (250) oa
(251), ui i?noyoue iaeia aai aeaa oao?acieueieo e?eueoey. Ooai?aiiy
?e?aeo (251) i?ioiaeeoue ca ?aooiie neaeaoiiai ia?aa?oioaaiiy, yea
aeiaaaeaia ca aeiiiiiaith ?NAe (aeea. ?en. 3 ? 4).

4. Canoinoaaiiy AAOIN aeey io?eiaiiy iio?aeieo i??ei?aeeio, s-o?eaceio
oa ?i?aeaci[1,2-a]i??eaeeio

Iaie aia?oa ciaeaeaii, ui ?aaaaio (105a), eio?ee eaaei io?eio?oueny c
a?aeiia?aeii? (-AAOIN, aea? c ?iaeai?aeii eae?th i?iaeoeo oeeee?caoe??
(268), a?aeianaiiy yeiai aei iio?aeieo i??ei?aeeio aeiaaaeaii ca
aeiiiiiaith ianeeaaeieo ia?aoai?aiue: (268)((269)((270)((271)( (272),
i?aaenoaaeaieo ia noai? 9. Oeae i?aeo?ae ana ae oaee ia ? i?aia?aoeaiei,
ai oeeee?caoe?y (105)((268) i?ioiaeeoue o?eueee c iaaenieei aeoiaeii.
Cia/ii aaaeeea?oei aeyaeany ?ioee i?aeo?ae, a yeiio aeei?enoiaothoueny
aeinooii? (-AAOIN (31). I?e ?o ia?iaoe? neieeueiith eeneioith a
i?enooiino? o?eiaoeeai?io ooai?ththoueny noaa?e?ciaai? oinoii??a?
aaoa?ie (279), eio?? eaaei aeae?eythoueny a ?iaeea?aeoaeueiiio noai?, a
iio?i oeeee?cothoueny oei?iaiaeiai [aeea. ia?aoai?aiiy (31)((279)((281)
ia noai? 9]. Aoaeiao i?iaeoeo?a oeeee?caoe?? (281) aeiaaaeaii
ia?aoai?aiiyi ?o a niieoee (284), ye? eaaei aeaoinoi?eeththoueny a
eoaeiiio na?aaeiaeu? c ooai?aiiyi a?aeiieo 2-a?ee-4-a?eeo?ii??ei?aeei?a.
C?icoi?ei, ui aeinooii? ?aaaaioe (282, 283) iiaeia aeei?enoaoe aeey
io?eiaiiy aaaaoueio ?ioeo iio?aeieo i??ei?aeeio.

E??i cai?uaieo i??ei?aeei?a, ia iniia? ?yaeo (-AAOIN aaeaeiny
neioacoaaoe ua e iio?aei? s-o?eaceio (aeea. noaio 10). Oe?eeii ?iia??ii,
ui a eiiaeainaoe?? c aaicai?aeeiii oa eiai aiaeiaaie i?eeiathoue o/anoue
ia nai? (-AAOIN, a ?o i?ioio?iii? oaooiia?e, eio?? i?noyoue oinoii??ao
a?oio a?ey ca(yceo C=N ? oiio aiia ? o oeueiio aeiaaeeo
eaaeia?aeo?aeiith a?oiith. Oeae i?ioean oneeaaeith?oueny ?ioeie
iia?/ieie ?aaeoe?yie, aea iaa?oue c oaeei iaaeie?eii ia?aoai?aiiy
(-AAOIN a cai?uai? s-o?eaceie ia? ia??aeei i?aia?aoeaiee ?ioa?an, ai
aaaaeaiiy o?ueio ??cieo cai?niee?a a o?eaceiiaa e?eueoea aoei ?ai?oa
neeaaeiei caaaeaiiyi. Iniaeeai oe?eaa? o? i?aaenoaaieee niieoe (239),
eio?? i?noyoue aeeo?iaoeaoaeueio a?oio, ui aeicaiey? ?icaeyaeaoe ?o ye
ianeeaaei? ?, i/aaeaeii, ia?niaeoeai? iio?aei? aeueaeaa?ae?a
o?eaceiiaiai ?yaeo. Aoaeiao cai?uaieo o?eacei?a (293) i?aeoaa?aeaeaii
niaeo?aeueieie iaoiaeaie, a oaeiae neioacaie aeayeeo c ieo iacaeaaeieie
niiniaaie.

a i?iaeoeoao oeeee?caoe?? (302), ia caeeoeei noii?a?a uiaei
aoaeiae oeeo nii??aeiaieo iio?aeieo ?i?aeaci[1,2-a]i??eaeeio. Iniaeeai
oe?eaaei ? canoinoaaiiy aeinooiieo oinoii??aeo ?aaaaio?a (31) aeey
i?aia?aoeaiiai io?eiaiiy
2-aoeeeai?ii-2,3-aeea?ae?i?i?aeaci[1,2-a]i??eaeei?a (302), ye? ?ai?oa ia
aoee a?aeii?.

* * *

Oaeei /eiii, iaa?oue iia?aeia aena?oeaiiy oeeeeieiiaeainaoe?e AAOIN oa
?o aiaeia?a iacaia?a/ii na?ae/eoue i?i aeoaea oe?ieo noa?o canoinoaaiiy
oeeo oi?eaeueieo oinoi?iai?nieo ?aaaaio?a a neioaoe/iiio aia?ao? i(yoe-
oa oanoe/eaiieo aaoa?ioeeee?/ieo nenoai. Ia ?o iniia? aaeaeiny
iaea?aeaoe oae? ooieoe?iiaeuei? iio?aei? ienacieo, o?acieo, naeaiacieo,
?i?aeacieo, oao?acieo, i??ei?aeeio, s-o?eaceio oa ?i?aeaci-

[1,2-a]i??ei?aeeio, eio?? aaaeei aai /ano?oa iaiiaeeeai io?eiaoe ?ioeie
niiniaaie. I?eeiath/e aei oaaae cia/io aa?o?noue AAOIN,
aaaaoinoaae?ei?noue i?ioean?a ia ?o iniia?, a oaeiae i?e?iaeo e?ioeaaeo
i?iaeoeo?a aaoa?ioeeee?caoe?e, c?icoi?ei, ui iaeaeioe?euei?oa
canoiniaoaaoe oae? oinoii??a? neioace eeoa aeey io?eiaiiy i?e?ioiiaaeieo
i?aia?ao?a, na?aae yeeo iniaeeai aaaeeeaeie ? ??ciiiai?oi?
a?i?aaoeyoi?e.

5. A?i?aaoeyoi?ia aeoeai?noue oinoi?iai?nieo aiai?ae?a oa i?iaeoeo?a ?o
aaoa?ioeeee?caoe?e

O oeueiio ?icae?e? i?aaenoaaeai? iaeaaaeeea?o? ?acoeueoaoe aaaaoi??/ieo
aeine?aeaeaiue ??ciiiai?oii? a?ieia?/ii? aeoeaiino? /eneaiieo
oinoi?iai?nieo aiai?ae?a oa i?iaeoeo?a ?o aaoa?ioeeee?caoe?e, ui
a?aeiinyoueny aei oaeeo iia(ycaieo i?ae niaith nenoai:

Iniaeeai aeaoaeueii aaeaeiny aea/eoe a?iaeoeai?noue oeo aaoa?ioeeee?/ieo
iio?aeieo oinoi?iai?nieo aiai?ae?a, eio?? ? nii??aeiaieie
i?aaenoaaieeaie cai?uaieo 1,3-acie?a oaeiai ?yaeo:

Caaaeii aeine?aeaeaia aioeoie?ianoa?acia, ?inaeoeoeeaeia, iaiaoioeeaeia,
ooia?oeeaeia, aioei?e?iaia, ??no?aaoethth/a, aioeaeanoe/ia,
aioeaenoaeaoeaia oa aiaeueaaoe/ia ae?y a?eueoa 300 iiaeo niieoe,
io?eiaieo oeie niiniaaie, ye? ?icaeyioo? a iiia?aaei?o ?icae?eao. An?
oe? oe?ieiieaiia? aeine?aeaeaiiy aoee a iaiiaeeeaeie aac nooo?ai?
aeiiiiiae ?yaeo aenieieaae?o?eiaaieo a?ieia?a, oa?iaeieia?a oa iaaeee?a,
ui i?aoeththoue ia o?eueee a iaoiio ?inoeooo?, aea e a ?ioeo onoaiiaao
Oe?a?ie oa ca?oa?aeaey.

Caoaaaeeii, ui aeey nenoaiaoe/iiai aeine?aeaeaiiy caeaaeiino?
“no?oeoo?a-aeoeai?noue” iaiao?aeii aoei niaoe?aeueii io?eiaoe cia/io
e?euee?noue iaaieo i?aaenoaaiee?a eiaeiiai ?yaeo. Oea aaeaeiny c?iaeoe
o?eueee caaaeyee oiio, oi iniiai? niiniae neioaco oinoi?iai?nieo
aiai?ae?a oa ?o aaoa?ioeeee?/ieo iio?aeieo, ye? ?ic?iaeai? iaie, ?
ae?enii i?aia?aoeaieie ? aei oiai ae noa?a ?o canoinoaaiiy aeyaeeanue
aeineoue oe?ieith.

Caa?iaii oaaao, ia?o ca ana, ia ?ia?aoaaiiy aoeaoeeoie?ianoa?ace oa
iia(ycaio ia??aeei c iei ?inaeoeoeeaeio ae?th oinoi?iai?nieo aiai?ae?a
oa ?o iio?aeieo. Oi/a na?aae

(-AAOIN, iniaeeai c aeaiia aoiiaie oei?o a (-iieiaeaii? a?i?eueii? a?oie
oeio (32) ciaeaeai? aoaeoeai? ?ia?a?oi?e aoeaoeeoie?ianoa?ace [19],
iaeiae aiie ia i?iyaeythoue ae?aaeaieo ?inaeoeoeeaeieo aeanoeainoae.
?acii c oei ?o oinoi?eeueiei aiaeiaai (311) ? iniaeeai i?iaeoeoai
oeeee?caoe?? inoaii?o, ui ? iio?aeieie ienacieo (133), i?eoaiaiia
?inaeoeoeeaeia ae?y.

Aaaeeeaeie iniaeeainoyie ?inaeoeoeeae?a (133) ? oe?ieee niaeo? ?o ae??,
oaeaeea i?iyaeaiiy aeoeaiino? i?ioe eiei?aaenueeiai aeoea oa ?eniaiai ?
ao?yeiaiai aeiaaiiinee?a. Iaeei ?c cai?uaieo ienacie?a (133, X=Y=OEt,
R=2,4-Cl2C6H3) aeyaeany a?eueoa /ei a 100 ?ac?a oiene/i?oei aeey
?eniaiai aeiaaiiineea ii??aiyii c oei?ioinii i?e iacia/i?e oiene/iino?
aeey oaieie?iaieo (EAe50(800 ia/ea). ?inaeoeoeeaei? aeanoeaino? niieoe
(133) nooo?ai c?inoathoue a caeaaeiino? a?ae aoaeiae cai?nieea R:
3-ClC6H4(4-ClC6H4((2,4-Cl2C6H3 ? iiai?noth uacathoue i?e ae?i?ioaaii?
oinoi?eeueii? a?oie (ca aeaieie A.A.I?ioiiiiiai? oa E.?.?aeaeaeiai? ?IO
IAI Oe?a?ie).

Oe?eaai, ui na?aae oinoi?iai?nieo ienacie?a oeio (120) ? aoaeoeai?
iaiaoioeeaee, eio?? ia iinooiathoueny ea?aio?iio oa iaiaaiio o cieuaii?
aaeiai? iaiaoiaee. Aiaeia?/i? iio?aei? o?acieo oa ?i?aeacieo
i?iyaeythoue iaioo aeoeai?noue:

?acii c oei, ii??aiyiiy ooia?oeeaeii? ae?? aiaeia?/ieo i?aaenoaaiee?a
iaaaaeaiiai aeua ?yaeo 4-acie?eoinoii??aeo nieae i?eaaei aei aeniiaeo,
ui ca nooiaiai i?eai?/aiiy ?yaeo o?oiiaoiaaiieo a?ea?a (Alternaria
radicina, Asperigillus niger, Fusarium oxysporum, Helminthosporium
sativum) iio?aei? o?acieo (142) aeoeai?o?, /ei a?aeiia?aei? iio?aei?
?i?aeacieo (197) ? oei a?eueoa ienacieo (120). Oea aeicaieeei caa?iooe
iniaeeao oaaao ia 4-oinoi?eeueiaai? o?aciee c ??cieie cai?nieeaie a
iieiaeaii? 2 ? 5 e?eueoey, ui i?eaaei aei aeyaeaiiy iiaiai oeio
aoaeoeaieo ooia?oeeae?a caaaeueii? oi?ioee (163). ?aoaeueia aea/aiiy
caeaaeiino? “no?oeoo?a-aeoeai?noue” aeey oeueiai ?yaeo niieoe iieacaei,
ui i?e?iaea ai?iio iaei aieeaa? ia ooia?oeeaei? aeanoeaino?, aea inoaii?
nooo?ai caeaaeaoue a?ae aoaeiae cai?nieea R a iieiaeaii? 2 e?eueoey ?
iineeththoueny a ?yaeo: H(CH3(4-ClC6H4 ( C6H5 (

4-CH3C6H4. E??i oiai, cia/io ?ieue a?ae?a?a? oaeiae oa?aeoa? cai?nieea
R1 a?ey aoiia n??ee, ui iiaeia ae?aceoe oaeith caeiiii??i?noth: 4-ClC6H4
( C2H5 ( CH3 ( CH2=CHCH2 ( 2-i??eaeee. Oe?eaai, ui ooia?oeeaei?
aeanoeaino? niieoe (163) iaeaea iiai?noth cieeathoue i?ney ?o
aeaoinoi?eethaaiiy ? io?eiaiiy a?aeiia?aeieo aiaeia?a (167).
Iaeaaaeeea?o? c oeeo caeaaeiinoae iiaeia ocaaaeueieoe oaeith noaiith:

O oaaeeoe? 3 iaaaaeai? aeai? aeey iniaeeai aoaeoeaieo ooia?oeeae?a
o?acieueiiai ?yaeo, c yeeo aeaeii, ui i?aia?ao (163, R1=2-i??eaeee) i?e
aeoaea iae?e eiioeaio?aoe?? (0.00015%) i?eai?/o? ??no F. oxysporum
a?eueoa /ei a 4 ?ace o ii??aiyii? c OIOAe. Aeacai? a oaae. 3 aoaeoeai?
ooia?oeeaee caoeuai? iaoaioii Oe?a?ie [50]. Aiie oe?eeii aeinooii? ?
oa?aeoa?ecothoueny iii??iith oiene/i?noth aeey oaieie?iaieo (EAe50 ~ 200
ia/ea). I?eeiath/e aei oaaae oo ianoaaeio, ui ooia?oeeaei?noue niieoe
(163) nooo?ai caeaaeeoue a?ae i?e?iaee cai?niee?a R, R1 ? ci?ith?oueny a
oe?ieiio ae?aiacii?, ia?niaeoeai?noue iiaeaeueoeo iiooe?a ua
aoaeoeai?oeo i?aia?ao?a oeueiai ?yaeo ia aeeeeea? noii?ao.

Aaaeeea? ?acoeueoaoe aoee io?eiai? oaeiae i?e aea/aii? ??no?aaoethth/i?
aeoeaiino? AAOIN (53) oa nii??aeiaieo acie?eoinoii??aeo nieae (122, 163,
211). Na?aae ia?oi? a?oie niieoe aeyaeai? aoaeoeai? ??no?aaoeyoi?e [49],
aea aiie ? aeineoue oiene/ieie aeey oaiei- e?iaieo. ?acii c oei,
acie?eoinoii??a? nie? i?iyaeythoue yne?aai ae?aaeai? aa?a?oeeaei?
aeanoeaino? ? aeaye? c ieo (122, X=O, R=(CH3)2N, R1=CH3) a e?eueea ?ac?a
aoaeoeai?oa i?eai?/othoue ??no noaaea ? ei?aiy ioaieoe? ii??aiyii c
ae?oinaoii.

Oaaeeoey 3 [50]

Ooia?oeeaeia aeoeai?noue* aeayeeo cai?uaieo 4-o?acie?eoinoii??aeo nieae
oeio

*** 0.003 100 100

0.0006 95 100

0.0003 88 89

0.00015 58 56

OIOAe (aoaeii) 0.003 100 100

0.0006 48 73

0.0003 38 48

0.00015 13 35

* Aecia/aia ?acii c A.E. Ai?aeeii oa N.I. O?eue/oe (?AIIO IAI Oe?a?ie).

** A aaa?eciaaiiio na?aaeiaeu? *aiaea.

*** EAe50 ( 200 ia/ea (a/i aaaaeaiiy a?eei ieoai).

Oe?eaa? ?acoeueoaoe aoee io?eiai? oaeiae i?e aeine?aeaeaii?
aioei?e?iaii? ae?? iio?aeieo acie?a. Oae, aeaye? acie?eoinoii??a? nie?
(120, 142, 143) aeyaeeenue aoaeoeaieie aaeoa?e- oeeaeaie i?ioe oe?ieiai
niaeo?o iaoiaaiieo aaeoa??e [12, 47]. Nooi?iue iiaeaaeaiiy ?icaeoeo

a?aiiiceoeaii? aaeoa??? Staphylococcus aureus (25923) oa a?aiiaaaoeaii?
aaeoa??? Escherichia coli (E-12) aeaco? ia oaeo caeaaei?noue
aaeoa?eoeeaeieo aeanoeainoae a?ae i?e?iaee aaoa?iaoiia: ?acii c oei
oe?eani?yiiaaiee iiooe aoaeoeaieo i?ioea?eaeiaeo cania?a i?ea?a aei
cai?uaieo ?i?aeacie?eoinoii??aeo nieae (220), na?aae yeeo ciaeaeai?
i?aia?aoe cia/ii aoaeoeai?o?, /ei eeio?eiacie, ui oe?iei canoiniao?oueny
a ee?i?/i?e i?aeoeoe?. Uia ia ?ice?eaaoe iiai?noth aoaeiao oeeo
aoaeoeaieo i?ioea?eaeiaeo cania?a [47], iacaaii ?o oin?i?aeacieaie. Aiie
aeyaeeenue aeoeaieie i?ioe ?yaeo iaoiaaiieo a?eae?a, ui aeeeeeathoue
oyaee? i?eice o ethaeae oa oaa?ei. C aeaieo oaae. 4 aeaeii, ui i?e
aei?iaoaaiiyo ia T. mentagrophytes oino?i?aeacie-IV aeyaeany o 65 ?ac?a
aoaeoeai?oei, /ei eeio?eiacie, a i?ioe M. alpina oin?i?aeacie-II ae?? a
aeicao, ye? a 32 ?ace iaio? aeic eeio?eiacieo. Iaaeie?eii oeeo
i?aia?ao?a ? cia/ia oiene/i?noue aeey oaieie?iaieo, oi/a ??aaiue ?o
i?ioea?eaeiai? aeoeaiino? o ?yae? aeiaaee?a nooo?ai ia?ae?eaa? c?inoaiiy
aino?i? oiene/iino?. Iiaeaeueoa iiaeeo?eaoe?y oin?i?aeacie?a caea?oueny
ia?niaeoeaiith, ai ?o i?ioea?eaeiaa aeoeai?noue ci?ith?oueny a
caeaaeiino? a?ae i?e?iaee cai?niee?a R1, R2 oa R5 a aeoaea oe?ieiio
ae?aiacii?.

Oaaeeoey 4 [47]

I?ioea?eaeiaa ae?y aeayeeo 1,2,5-o?ecai?uaieo ?i?aeacie-4-?eoinoii??aeo
nieae (220)

Ooai a?eaea I?i?iaeueia ?ia?aoth/a eiioeaio?aoe?y i?aia?aoo, iea/ie

Oin?i?aeacie-I Oin?i?aeacie-II Oin?i?aeacie-III Oin?i?aeacie-IV
Eeio?eiacie

Trichophyton mentagrophytes 90 3.9 7.8 1.96 0.24 15.6

Mortierella alpina 31.2 15.6 31.2 125 500

Trichoderma viride 426 62.5 125 31.2 500 500

Chaetomium globosum 109 31.2 62.5 31.2 62.5 250

EAe50 (aioo??oiueia?thoeiia aaaaeaiiy a?eei ieoai) >35 >40 — >40 243

Caoaaaeeii ia?aoo?, ui ii??aiyiiy aioeaeanoe/ii? aeoeaiino? nii??aeiaieo
oei?a iio?aeieo ienacieo:

iieacaei, ui eeoa na?aae niieoe (133) ? aoaeoeai? i?ioeiooeeii? caniae
[48]. Iaeei ?c ieo (133, R=C6H5, Alk=C2H5, R1=R2=CH3) cia/ii aeoeai?oa
aaeueio? aenia?eiaioaeueiee iooeeiiee ??no e?ioina?eiie Ieenna,
ea?oeeiiie Aa?aia oa na?eiie I-1 ii??aiyii c ia?eaioiio?eiii (ca aeaieie
I.?.Oa?ee?ii?, ?.A.Eoae?yaoeaai? oa A.I.Ia?ooeueeiai). ?acii c oei
aino?a oiene/i?noue oeueiai i?aia?aoo (EAe50 148 ia/ea ) iaa?oue o?ioe
ieae/a, /ei o ia?eaioiio?eio (EAe50 137 ia/ea ).

Ne?ae cacia/eoe oaeiae, ui aea/aiiy aioeaenoaeaoeaii? oa aiaeueaaoe/ii?
aeoeaiino? ?acii c i?ioani?ii A.I.Eeaaaiiaei oa eiai ni?a?ia?oieeaie
(?IO IAI Oe?a?ie) [11] i?eaaei aei aeyaeaiiy aeaio oei?a o?c?ieia?/ii
aeoeaieo niieoe: (220) ? (224).

Na?aae i?aaenoaaiee?a iaio oeeo no?oeoo? ? aoaeoeai? aioeaenoaeaoeai?
i?aia?aoe oa aiaeueaaoeee. Iaeiae i?eeiath/e aei oaaae cia/io
oiene/i?noue niieoe (220), ia?aaaao ne?ae a?aeaeaoe iaio oiene/iei
i?aia?aoai (224), iaeei c yeeo (224, Ar=C6H5, Alk=R=C2H5) i?iyaea aenieo
aiaeueaaoe/io aeoeai?noue i?e iae?e oiene/iino? aeey oaieie?iaieo (EAe50
1160 ia/ea ). Iiaeaeueoee iiooe aiaeueaaoee?a na?aae iio?aeieo
?i?aeacieo aeooaeueiee, ai e?eueea ?icaeiaieo e?a?i aaea a?aeiiaeeenue
a?ae canoinoaaiiy i??acieiiiaeo aiaeueaaoee?a o ca(yceo c ?o
oiene/i?noth.

* * *

Ocaaaeueithth/e oaanue iaoa??ae, ui io?eiaiee a ?acoeueoao? a?ieia?/iiai
ne?ei?iao, ne?ae cacia/eoe, ui na?aae 200 iio?aeieo acie?a aoei
ciaeaeaii a?eueoa aeanyoea niieoe c aeoaea aenieith a?i- oa
oa?iaeieia?/iith aeoeai?noth. Iayai?noue cia/ii? e?eueeino?
aenieiaoaeoeaieo i?aia?ao?a na?aae a?aeiinii iaaaeeei? a?oie niieoe, ia
yeeo i?iaiaeeany ne?ei?ia, ia ? aeiaaeeiaith. Aaea aei iaoeo
aeine?aeaeaiue aoea a?aeiia ia?niaeoeai?noue iiooeo a?i?aaoeyoi??a a
eie? iio?aeieo o?acieo ? iniaeeai ?i?aeacieo. Na?aae ieo iai ae?enii
aaeaeiny ciaeoe e?eueea aoaeoeaieo i?aia?ao?a. Iaeiae iaea?eueoa a?oia
a?i?aaoeyoi??a, aeyaeaieo iaie, iaeaaeeoue ana ae oaee aei iio?aeieo
ienacieo, /iai i?ye ia iiaeia aoei i/?eoaaoe, ai aei iaaeaaiueiai /ano
iiooee o?c?ieia?/ii aeoeaieo niieoe ienacieueii? i?e?iaee aaaaeaeenue
aacia?niaeoeaieie. Iacaaaeath/e ia oea, naia na?aae 4-oinoi?eeueiaaieo
ienacie?a iaie aoee ciaeaeai? aoaeoeai? ?inaeoeoeeaee, iaiaoioeeaee,
aa?a?oeeaee, aaeoa?eoeeaee ? aioeaeanoe/i? i?aia?aoe, ui canoaaey?
cian?i ii-?ioiio ioe?ithaaoe ia?niaeoeae iiaeaeueoiai iiooeo
a?i?aaoeyoi??a na?aae iio?aeieo oe??? aaaeeeai? acieueii? nenoaie.

Aeniiaee

1. Ia iniia? aeinooiieo N-iie?oei?aee?eai?ae?a,
iie?oei?aee?e?cioe?aiao?a oa i?iaeoeo?a oei?oaaiiy (-aoeeeai?iicai?uaieo
(,(-iaiane/aieo ea?aiiiaeo eeneio ?ic?iaeai? c?o/i? i?aia?aoeai? niiniae
iaea?aeaiiy ??ciiiai?oieo (-aoeeeai?iia?i?eoinoii??aeo nieae ((-AAOIN),
eio?? aeyaeeenue oe?iieie ?aaaaioaie oiieiai i?aai?/iiai neioaco.

2. Ciaeaeaii, ui iaa?aeii? ?ai?oa (-AAOIN oa ?o oinoi?eeuei? aiaeiae
iiaeia eaaei iaea?aeaoe ia iniia? oei?iai?nieo iaiane/aieo aceaeoii?a,
ye? nii/aoeo aaiaeeeenue a eiiaeainaoe?? c? niieoeaie o?eaaeaioiiai
oinoi?o, a iio?i ?icuaiethaaeenue aiaeith, nie?oaie oa ai?iaie.

3. Iieacaii, ui (-aoeeeai?ii-(-oei?a?i?eoinoii??a? nie? oa iiae?ai?
oinoi?eeuei? iio?aei? aiai?ae?a i?eaeaoi? aeey aaaaeaiiy a?aeiia?aeieo
oinoi?iai?nieo a?oi a iieiaeaiiy

4 ienacieueiiai e?eueoey, a iieiaeaiiy 5 i?e oeueiio caeeoa?oueny
iacai?uaiei. Na?aae

2-R-4-ienacie?eoinoii??aeo nieae ciaeaeai? aoaeoeai? aaeoa?eoeeaee oa
iaiaoioeeaee.

4. Aeyniaii, ui aeey io?eiaiiy oinoii??aeo iio?aeieo o?acie?a oa
naeaiacie?a c?o/ii aeei?enoiaoaaoe noaa?e?ciaai? aoeeee?/i? ?e?aee iiaeo
oei?a, eio?? ia anooiathoue a ?aaeoe?th A?oo?aa, aea eaaei
oeeee?cothoueny i?e ae?? oei?iaiaeith ca noaiith:

Aeaye? c oaeeo i?iaeoeo?a oeeee?caoe?? aeyaeeenue aoaeoeaieie
ooia?oeeaeaie.

— iacai?ii? aeey io?eiaiiy ?yaeo oeeee?/ieo ?e?ae?a-aaoa?i?a
caaaeueii? oi?ioee:

Aeaeieae?caoe?y ai?iiiiai ca?yaeo a ieo nooo?ai caeaaeeoue a?ae i?e?iaee
aecioeeee?/iiai ioeeaio?eueiiai oeaio?a Y, ia yeiio c?inoa? aeaeo?iiia
aonoeia a ?yaeo O(S(Se, eio?ee ? i?ioeeaaeiei ii?yaeeo
aeaeo?iiiaeoeaioi?iino? oeeo aoii?a, ui aeiaaaeaii eiiieaeniei o?i?/iei,
ae?aeueeiiao?e/iei oa ?aioaaiino?oeoo?iei aeine?aeaeaiiyi. Iaaaaeai?
aeua oinoii??a? ?e?aee-aaoa?ie a?ae?a?athoue aaaeeeao ?ieue a
iaoiaeieia?? “Umpolung”, yea aeyaeeanue i?eaeaoiith aeey i?aia?aoeaiiai
iaea?aeaiiy aaaaoueio S-cai?uaieo 5-ia?eaioi-1,3-acie?a:

6. Cia/ii ?icoe?aii noa?o canoinoaaiiy (-oinoi?eeueiaaieo aiai?ae?a aeey
io?eiaiiy iio?aeieo 5-ai?iiienacieo ? aia?oa cae?eniaii oaea
ia?aoai?aiiy:

Na?aae 4-ae?aeeieneoinoi?ee-5-ae?aee?eai?iiienacie?a aeyaeai? aoaeoeai?
?inaeoeoeeaee oa aioeaeanoe/i? i?aia?aoe.

7. C(yniaaii, ui aeinooii? iaciia?i? ?e?aee-aaoa?ie ?i?aeacieueiiai
?yaeo c aeaeieae?ciaaiei ai?iiiei ca?yaeii a e?eueoe? ?aa?inaeaeoeaii
aee?eththoueny ca o/anoth oiai aoiia acioo ?i?aeacieueiiai o?aaiaioa,
eio?ee a?eueo a?aeaeaeaiee a?ae oinoii??aiai oeaio?a. Oaea aee?ethaaiiy
? eeth/iaei o iiaiio neioac? iio?aeieo 5-ia?eaioi?i?aeacieo:

Na?aae cai?uaieo 4-?i?aeacie?eoinoii??aeo nieae ciaeaeai? aoaeoeai?
i?ioea?eaeia? caniae, a i?iaeoeoe ?o aeaoinoi?eethaaiiy i?iyaeythoue
ae?aaeaio aioeaenoaeaoeaio oa aiaeueaaoe/io ae?th.

8. Iieacaii, ui (-aoeeeai?ii-(-oei?a?i?eoinoii??a? nie? aaea?oueny
ia?aoai?eoe o 4-oinoii??a? iio?aei? ?yaeo i??ei?aeeiiaeo iniia ca
aeiiiiiaith oaeiai eaioethaa ?aaeoe?e:

9. Ciaeaeaii, ui ??ci? oeie (-AAOIN anooiathoue o oeeeeieiiaeainaoe?th c
ai?aeeiaie, yea noi?iaiaeaeo?oueny a?aeuaieaiiyi o?eoai?eoino?io ?
ooai?aiiyi oaeeo 2,4,6-o?ecai?uaieo s-o?eacei?a, eio?? aaaeei io?eiaoe
?iaeoa.

10. C(yniaaii, ui aca?iiae?y 1-aoeeeai?ii-2-oei?a?i?eoinoii??aeo nieae c

2-ai?iii??eaeeiii a caeaaeiino? a?ae oiia ?? cae?eniaiiy i?eaiaeeoue aei
2-aoeeeai?ii?i?aeaci[1,2-a]i??eaeei?a aai ?o 2,3-aeea?ae?iiio?aeieo, ye?
ia aaeaaaeiny neioacoaaoe o?aaeeoe?eieie niiniaaie.

11. A ?acoeueoao? oe?ieiieaiiaiai aeine?aeaeaiiy caeaaeiino?
“no?oeoo?a-a?iaeoeai?noue” aeey oe?eiai ?yaeo 4-acie?eoinoii??aeo nieae
iieacaii, ui ?o aaeoa?eoeeaeia ae?y nooo?ai caeaaeeoue a?ae i?e?iaee
aaoa?iaoiia ? c?inoa? a ?yaeo: N ( S (( O. ?acii c oei aeey i?eai?/aiiy
?yaeo o?oiiaoiaaiieo a?ea?a caaaeai? iio?aei? o?acieo aoaeoeai?o?, /ei
ienacieuei? aiaeiae. Na?aae N-cai?uaieo 4-?i?aeacie?eoinoii??aeo nieae
oaeiae aeyaeai? aeoaea neeuei? i?ioei?e?iai? caniae, eio?? iniaeeai
aoaeoeaii cieuothoue iaoiaaii? a?eaee, ui aeeeeeathoue i?eice o ethaeae
? oaa?ei. Aeaoinoi?eethaaiiy on?o oei?a 4-acie?eoinoii??aeo nieae
i?ecaiaeeoue aei cia/iiai ciaioaiiy aaeoa?eoeeaeii? oa ooia?oeeaeii?
aeoeaiino?.

12. ?ic?iaea aeinooiieo niinia?a io?eiaiiy AAOIN oa nii??aeiaieo
oinoi?eeueieo ?aaaaio?a, ooiaeaiaioaeueia aeine?aeaeaiiy ?o
aaoa?ioeeee?caoe?e, a oaeiae aea/aiiy oe?ieiai niaeo?o a?ieia?/ii? ae??
io?eiaieo iio?aeieo ??ciiiai?oieo acioenoeo aaoa?ioeeee?a i?eaaei ia
o?eueee aei aeyaeaiiy iiaeo oei?a aoaeoeaieo ?inaeoeoeeae?a,
iaiaoioeeae?a, ooia?oeeae?a, aaeoa?eoeeae?a, aioeaeanoe/ieo i?aia?ao?a
oa aiaeueaaoee?a, aea e aeaei iiaeeea?noue noi?ioethaaoe caaaeueio
eiioeaioe?th oinoii??aeo neioac?a a?i?aaoeyoi??a aaoa?ioeeee?/ii?
i?e?iaee. Aiia aaco?oueny ia oe?ieiio canoinoaaii?
ooieoe?iiaeueiicai?uaieo oinoii??aeo ?aaaaio?a a ?aa?inaeaeoeaieo
oeeee?caoe?yo, i?inoio? aeae?eaiiy i?iaeoeo?a oaeeo ia?aoai?aiue,
iiaeeo?eaoe?? ?o ca aeiiiiiaith iaoiaeieia?? “Umpolung” ? caeaoiino?
aaoa?eeoinoii??aeo nieae aei eaaeiai ?icuaieaiiy a eoaeiiio na?aaeiaeu?.

Cia/aiiy oe??? eiioeaioe?? cian?i ia ae/a?io?oueny oeie i?eeeaaeaie, ui
?icaeyioo? a ?iaio?, ? iiaeia oe?eeii iaa?oioiaaii niiae?aaoenue ia
iiaeaeueoa nooo?aa ?icoe?aiiy noa?e canoinoaaiiy oinoii??aeo ?aaaaio?a a
neioacao aaaaoueio iaaeinooiieo ?ai?oa a?i?aaoeyoi??a aaoa?ioeeee?/iiai
?yaeo.

Nienie iioae?eiaaieo i?aoeue ca oaiith aeena?oaoe??:

1. Ae?a/ A.N., A?iaa?aoe A.N., Niieee I.A. Neioacu acioniaea?aeaueo
aaoa?ioeeeee/aneeo niaaeeiaiee ia iniiaa aieaeiaeeeee?othueo aaaioia.
Eeaa: Iaoeiaa aeoiea, 1992.- 174 n.

2. A?iaa?aoe A.N., Ae?a/ A.N. Acaeiiaeaenoaea caiauaiiuo
aeieeoinoiieaauo nieae n aeae?inaeaieaeii iao?ey //AEo?i. iau.
oeiee.-1986.- 56, N2.- N.321-325.

3. A?iaa?aoe A.N., Eiaaiia I.I., Eeneeaiei A.A., Eaeeiei A.E., Ae?a/
A.N. Iiaua i?aa?auaiey caiauaiiuo oinoeiiiaoeeaiia, niaea?aeaueo
2-aeeee(a?ee)-4,5-aeeaeae?i-5-oeieni-4-ienacieeaeaiiaua inoaoee //AEo?i.
iau. oeiee.- 1986.- 56, N7.- N.1492-1504.

4. Niieee I.A., A?iaa?aoe A.N., Ae?a/ A.N. Caiauaiiua iaoeeoinoiieaaua
niee n eieaeieeoei?eaeiie a?oiie?iaeie //AEo?i. iau. oeiee.- 1986.- 56,
N12.- N.2802-2803.

5. Niieee I.A., A?iaa?aoe A.N., Ae?a/ A.N. Acaeiiaeaenoaea oei?enoiai
N-(o?eoaieeoinoiieiiaoee)aaiceieaeieeoei?eaea n ?iaeaieaeii iao?ey
//AEo?i. iau. oeiee.- 1987.- 57, N9.- N.2145-2146.

6. Nieioiiie A.A., A?iaa?aoe A.N., ssaoiieueneee TH.E. Iieo/aiea
ooi?niaea?aeaueo aceaeoiiia i?e iiiiue ?aaeoeee Aeooeaa //AEo?i.
i?aaie/aneie oeiee.-1987-23,N11- N.2475-2476.

7. Niieee I.A., A?iaa?aoe A.N., Ie?iaeaiei A.A., Ae?a/ A.N.
Oeeeeieiiaeainaoeee n o/anoeai N-caiauaiiuo eieaeieeoei?eaeia,
niaea?aeaueo oinoiieaaoth a?oiie?iaeo //AEo?i. iau. oeiee.- 1988.-58,
N11.- N.2465-2471.

8. Niieee I.A., A?iaa?aoe A.N., Ae?a/ A.N. Acaeiiaeaenoaea oei?enoiai
N-(o?eoaieeoinoiieiiaoee)aaiceieaeieeoei?eaea n oei?aiaeae?eaeaie
ea?aiiiauo eeneio //AEo?i. iau. oeiee.- 1988.- 58, N7.- N.1670-1671.

9. Niieee I.A., A?iaa?aoe A.N., Ie?iaeaiei A.A., Ae?a/ A.N. Caiauaiiua
iaoee(o?eoaiee)oinoiieaaua niee n eieaeieeoei?eaeiie a?oiie?iaeie —
?aaaaiou aeey iieo/aiey ooieoeeiiaeueiuo i?iecaiaeiuo eieaeaciea
//AEo?i. iau. oeiee.- 1988.- 58, N12.-N.2635-2643.

10. Niieee I.A., A?iaa?aoe A.N., Ae?a/ A.N. Acaeiiaeaenoaea
1-aoeeeaieii-2-oei?yoaieeo?eoaieeoinoiiee oei?eaeia n aaicaieaeeiii e
aai aiaeiaaie //AEo?i. iau. oeiee.- 1989.- 59, N8.-N.1766-1768.

11. Niieee I.A., Ai?iaeaoeeiaa I.?., A?iaa?aoe A.N., Eeaaaiia A.I.,
Ae?a/ A.N. Iieo/aiea e oa?iaeieiae/aneay aeoeaiinoue aeae?ioei?eaeia
1-aeeee-5-aeeeeoei-2-a?eeeieaeacieia //Oei. — oa?i. aeo?i.- 1989.- N11.-
N.1329-1331.

12. Iao?aoee A.E., Nei/aiei A.A., I?iaeai/oe I.A., Aooeianeee
TH.A., Ae?a/ A.N., Niieee I.A., A?iaa?aoe A.N. No?oeoo?a —
i?ioeaiiee?iaiay aeoeaiinoue aeey iiauo i?iecaiaeiuo acieia //Iee?iaeie.
aeo?i.- 1989.- 51, N3.- N.48-52.

13. Noaiei I.I., A?iaa?aoe A.N., Eo?a A.A., Aeiia?aaeiaa O.E., Ae?a/
A.N., Eooa?ue A.I. Oinoi?eee?iaaiiua aoeeeaieiiaoeaoaeueaeaaeaeu
//Aeiee. AI ONN?. Na?.A.- 1989.- N3.- N.60-63.

14. A?iaa?aoe A.N., Niieee I.A., Aaeiaaiei N.E., Ae?a/ A.N. Iieo/aiea e
naienoaa iaciia?iuo oinoiieaauo eeeaeia e aaoaeiia eieaeacieueiiai ?yaea
//AEo?i. iau. oeiee.- 1990.- O.60, N3.-N.566-574

15. Eo?a A.A., A?iaa?aoe A.N., Ae?a/ A.N. Acaeiiaeaenoaea
1-aoeeeaieii-2-oei?aeiee(o?eoaiee)oinoiiee oei?eaeia n ?iaeaieaeii
iao?ey //Aeiee. AI ONN?. Na?.A.- 1990.- N6.- N.53-55.

16. Eo?a A.A., A?iaa?aoe A.N., Ae?a/ A.N. I?eiaiaiea
1-aoeeeaieii-2,2-aeeoei?yoaieeo?eoaieeoinoiieaauo nieae aeey iieo/aiey
i?iecaiaeiuo 5-ia?eaioioeaciea //AEo?i. iau. oeiee.- 1991.- 61, N4.-
N.874-879.

17. A?iaa?aoe A.N., Auaeaeae ?.I., Ae?a/ A.N. Acaeiiaeaenoaea
1,2,2,2-oao?aoei?yoeeecioeeaiaoa n o?eoaieeoinoeiii //AEo?i. iau.
oeiee.- 1991.- 61.- N5.- N.1264-1265.

18. Eo?a A.A., A?iaa?aoe A.N., Ae?a/ A.N. Iiaue iiaeoiae e neioaco
caiauaiiuo 1-aoeeeaieiiyoaieeoinoiieaauo nieae // AEo?i. iau. oeiee.-
1991.- 61, N8.- N.1910-1912.

19. Eanooei E.O., A?iaa?aoe A.N., Niieee I.A., Eo?a A.A., Aoaeiee E.A.,
Ae?a/ A.N. N-Aoeeeaieiiiaoee- e caiauaiiua 1-aoeeeaieiiyoaieeoinoiieaaua
niee eae eiaeaeoi?u aoeaoeeoieeiynoa?acu //AEo?i. iau. oeiee.- 1991.-
61, N12.- N.2679-2684.

20. A?iaa?aoe A.N., Aoaeiee E.A., Ae?a/ A.N. Caiaia ea?aiieeueiie a?oiiu
ia oinoi?eeueioth a iaianuuaiiuo aceaeoiiao //AEo?i. iau. oeiee.- 1992.-
62, N3.- N.707-708.

21. A?iaa?aoe A.N., Eo?a A.A., Noaiei I.I., Ae?a/ A.N. Acaeiiaeaenoaea
1-aoeeeaieii-2-oei?yoaieeo?eoaieeoinoiiee oei?eaeia n ?iaeaieaeii iao?ey
//AEo?i.iau.oeiee.- 1992.- 62, N4.- N.822-826.

22. A?iaa?aoe A.N., Eo?a A.A., Aeiia?aaeiaa O.E., Niieee I.A., Ae?a/
A.N. I?eiaiaiea caiauaiiuo 1-aoeeeaieiiyoaieeoinoiieaauo nieae aeey
iieo/aiey i?iecaiaeiuo 1,3,5-o?eaceia //AEo?i. iau. oeiee.- 1992.- 62,
N5.- N.1084-1088.

23. A?iaa?aoe A.N., Auaeaeae ?.I., Ae?a/ A.N. Neioac
1-aoeeeaieiiyoaieeoinoiieaauo nieae //AEo?i. iau. oeiee.- 1992.- 62,
N6.- N.1423-1425.

24. A?iaa?aoe A.N., Eo?a A.A., ?oaeaiei A.A., Aoaeiee E.A., Oa?/aiei
A.A., Ae?a/ A.N. Iiaue iiaeoiae e neioaco 1-ooieoeeiiaeueiicaiauaiiuo
aiaieaeia. //Aeiee. AI ONN?. Na?.A. — 1992.- N3.- N.89-91.

25. Eo?a A.A., Niieee I.A., A?iaa?aoe A.N., Ae?a/ A.N. Acaeiiaeaenoaea
1-aoeeeaieii-2-oei?yoaieeo?eoaieeoinoiiee oei?eaeia n 2-aieiiie?eaeeiii
//AEo?i. iau. oeiee.- 1993.- 63, N3.- N.642-647.

26. A?iaa?aoe A.N., Auaeaeae ?.I., Ae?a/ A.N. Neioacu
ooieoeeiiaeueiicaiaoaiiuo aeieeoinoiieaauo nieae ia iniiaa aee- e
iieeoei?niaea?aeaueo aeeeeaaoa?ieoioeaiia //AEo?i. iau. oeiee.- 1993.-
63, N1.- N.80-86.

27. A?iaa?aoe A.N., Auaeaeae ?.I., Aeiia?aaeiaa O.E., Ae?a/ A.N. Neioacu
caiauaiiuo acie-4-eeoinoiieaauo nieae ia iniiaa iaianuuaiiuo aceaeoiiia
//AEo?i. iau. oeiee.- 1993.- 63, N1.- N.87-92.

28. A?iaa?aoe A.N., Auaeaeae ?.I., Ae?a/ A.N. Acaeiiaeaenoaea 1-a?ee-
1,4,4-o?eoei?-2-aca-1,3-aooaaeeai-3-eeo?eoaieeoinoiieaauo nieae n
oeiii/aaeiie e naeaiiaaicaieaeii //AEo?i. iau. oeiee.- 1993.- 63, N5.-
N.1053-1057.

29. A?iaa?aoe A.N., Cthcue E.A., Aoaeiee E.A., Nieiaeaiei A.A., Ae?a/
A.N. Iiaue iiaeoiae e neioaco 1-aoeeeaieiioinoiiiauo eeneio e eo
i?iecaiaeiuo //AEo?i. iau. oeiee.- 1993.- 63, N6.- N.1259-1265.

30. A?iaa?aoe A.N., Auaeaeae ?.I., Cthcue E.A., Ae?a/ A.N.
Acaeiiaeaenoaea
1,4-aeeoaiee-1-oei?-2-aca-1,3-aooaaeeai-3-eeo?eoaieeoinoiiee oei?eaea n
?iaeaieaeii eaeey //AEo?i. iau. oeiee.- 1993.- 63, N6.- N.1266-1269.

31. Van Meervelt L., Vydzhak R.N., Brovarets V.S., Mishchenko N.I.,
Drach B.S. Structure and Properties of Phosphonium Ylides Obtained by
the Reaction of 3-phosphorylated 1,4-dichloro-2-aza-1,3-dienes with
Sodium Azide. //Tetrahedron.- 1994.- 50, N6.- P.1889-1898.

32. A?iaa?aoe A.N., Auaeaeae ?.I., Cthcue E.A., ?iiaiaiei A.A., Ae?a/
A.N. Eciia?ecaoeey ia?oei?aoa 1-aaicieeaieiiyoaieeo?eoaieeoinoiiey a
i?enoonoaee iniiaaiee //AEo?i. iau. oeiee.- 1994.- 64, N4.- N.602-605.

33. Auaeaeae ?.I., A?iaa?aoe A.N., Ae?a/ A.N. Acaeiiaeaenoaea 1,2,2,2-
oao?aoei?yoeeecioeioeeaiaoa n o?eoaieeoinoeiii //AEo?i. iau. oeiee.-
1994.- 64, N5.- N.872-873.

34. A?iaa?aoe A.N., Auaeaeae ?.I., *a?iaaa A.I., Ae?a/ A.N. Neioac
1-(5-a?eeoao?acie-1-ee)noe?eeoinoiieaauo nieae e eo i?aa?auaiey //AEo?i.
iau. oeiee.- 1995.- 65, N6.- N.955-960.

35. A?iaa?aoe A.N., Auaeaeae ?.I., Aeiia?aaeiaa O.E., Ae?a/ A.N.

1-Aeeoei?aoeaoeeaieii-2,2-aeeoei?yoaieeo?eoaieeoinoiiee oei?eae —
ia?niaeoeaiue ?aaaaio aeey aaoa?ioeeeeecaoeee //AEo?i. iau. oeiee.-
1994.- 64, N6.- N.1048.

36. A?iaa?aoe A.N., Cthcue E.A., Auaeaeae ?.I., Aeiia?aaeiaa O.E., Ae?a/
A.N. Neioac

2-aoeeeaieiiyoaieeoinoiieaauo nieae, eo aiaeiaia e i?iecaiaeiuo ia
iniiaa oei?niaea?aeaueo iaianuuaiiuo aceaeoiiia //AEo?i. iau. oeiee.-
1994.- 64, N10.- N.1642-1651.

37. A?iaa?aoe A.N., Cthcue E.A., Auaeaeae ?.I., ?iiaiaiei A.A., Ae?a/
A.N.

N-Aaicieeo?eoaieeoinoi?aieeeaeaieaoaieiei //AEo?i. iau. oeiee.- 1994.-
64, N10.- N.1747-1748.

38. Van Meervelt L., Shuerman G.S., Brovarets V.S., Mishchenko N.I.,
Romanenko E.A., Drach B.S. Structure and Properties of Phosphonium
Ylides-Betaines, Derivatives of 2-phenyl-2-oxazolin-5-one as well as its
Thio- and Seleno-analogues //Tetrahedron.- 1995.- 51, N5.- P.1471-1482.

39. A?iaa?aoe A.N., Cthcue E.A., ?iiaiaiei A.A., Ae?a/ A.N. I?aa?auaiey
i?iaeoeoa acaeiiaeaenoaey 4-aeeoei?iaoeeai-2-oaiee-5(4I)-ienacieiia n
o?eoaieeoinoeiii a iiaua i?iecaiaeiua oeaciea e naeaiaciea //AEo?i. iau.
oeiee.- 1995.- 65, N12.- N.1972-1978.

40. A?iaa?aoe A.N., Ieeuei N.A., Auaeaeae ?.I., ?iiaiaiei A.A., Ae?a/
A.N. Iiaue iiaeoiae e neioaco 4-oinoi?eee?iaaiiuo ie?eieaeeiiauo
iniiaaiee //AEo?i. iau. oeiee.- 1997.- 67, N6.- N.1044-1045.

41. A?iaa?aoe A.N. I?aa?auaiea iaianuuaiiuo aceaeoiiia a (-ieo?iaiaieaeu
//AEo?i. iau. oeiee.- 1997.- 67, N6.-N.1046-1047.

42. A?iaa?aoe A.N. Ia?niaeoeaiue iiaeoiae e neioaco
?-oinoi?eee?iaaiiuo aiaieaeia //AEo?i. iau. oeiee.- 1997.- 67,
N10.-N.1755-1756.

43. A?iaa?aoeue A.N. A?o?euei? aeanoeaino?
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N1.-N.167-169.

44. A?iaa?aoe A.N. 2-Aieii-4-iaoieneea?aiieeoeacie-5-eeoinoiieaaua niee
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45. A?iaa?aoe A.N. Iiaua iieeoei?niaea?aeauea iaianuuaiiua oinoiieaaua
?aaaaiou, i?eaiaeiua aeey aaoa?ioeeeeecaoeee //AEo?i. iau. oeiee.-
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46. A?iaa?aoe A.N., Ieeuei N.A., ?iiaiaiei A.A., Ae?a/ A.N. Oeeeeecaoeee
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47. A. C. 1556086 NNN?, IEE N 07 F 9/54, 9/547 // A 61 K 31/675.
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i?ioeaiiee?iaioth aeoeaiinoue / Iao?aoee A.E., Ae?a/ A.N., I?iaeai/oe
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48. Iao. 17144 Oe?a?ia, IE? N 07 D 263/30; A 61 K 31/42.
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49. Iao. 18092 Oe?a?ia, IE? N 07 N 275/30, A 01 N 47/36. Oei?eaee
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i?iyaeythoue aeanoeaino? ?aaoeyoi??a ?inoo ?ineei /A?iaa?aoeue A.N.,
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50. Iao. 14628 Oe?a?ia, IE? C 07 D 277/20, C 07 F 9/54.
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52. Ae?a/ A.N., A?iaa?aoe A.N., Niieee I.A., Eiaaiia I.I. Neioacu
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1-aoeeeaieiiaeieeoinoiieaauo nieae n aieaeeiaie e 2-aieiiie?eaeeiii //V
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58. Aeiia?aaeiaa O.E., Eo?a A.A., Niie?e I.A., A?iaa?aoeue A.N.
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59. A?iaa?aoeue A.N., Aeaeaeae ?.I., Eo?a A.A., Aoaeiee E.A., Noaiei
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72. Aeaeaeae ?.I., A?iaa?aoeue A.N., Aeiia?aaeiaa O.E., I?euei N.A.,
Eoe?o I.TH., Oa?/aiei I.A. C?o/iee i?aeo?ae aei neioaco
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A?iaa?aoe A.N. Neioacu aei?aaoeyoi?ia aaoa?ioeeeee/aneie i?e?iaeu ia
iniiaa aoeeeaieiicaiauaiiuo aeieeoinoiieaauo nieae e eo aiaeiaia. —
?oeiienue.

Aeenna?oaoeey ia nieneaiea o/aiie noaiaie aeieoi?a oeie/aneeo iaoe ii
niaoeeaeueiinoe 02.00.10 — aeii?aaie/aneay oeiey — Einoeooo
aeii?aaie/aneio oeiee e iaooaoeiee IAI Oe?aeiu, Eeaa, 1999.

Aeenna?oaoeey iinayuaia iieneai iiauo iai?aaeaiee i?eiaiaiey
ooieoeeiiaeece?iaaiiuo oinoiieaauo ?aaaaioia aeey neioaca aeiaeoeaiuo
aaoa?ioeeeee/aneeo niaaeeiaiee acieueiiai e aceiiaiai ?yaeia. Ia iniiaa
aeinooiiuo

N-iieeoei?aeeeeaieaeia, iieeoei?aeeeeecioeeaiaoia e i?iaeoeoia
oei?e?iaaiey

(,(-iaianuuaiiuo ea?aiiiauo eeneio ?ac?aaioaiu oaeiaiua i?aia?aoeaiua
niiniau iieo/aiey ?aciiia?aciuo (-aoeeeaieiiaeieeoinoiieaauo nieae
((-AAOIN). Iiaeiaiua (-AAOIN e eo oinoi?eeueiua aiaeiae oaeaeinue
aia?aua iieo/eoue ec oei?niaea?aeaueo iaianuuaiiuo aceaeoiiia, eioi?ua
nia/aea aaiaeeeenue a eiiaeainaoeee n ?acee/iuie niaaeeiaieyie
o?aoaaeaioiiai oinoi?a, a iioii ?anuaieyeenue aiaeie, nie?oaie eee
aieiaie.

Ana yoe AAOIN e ?iaenoaaiiua oinoi?eeueiua i?iecaiaeiua aiaieaeia
ieacaeenue aaaeiuie ?aaaaioaie aeey iiiaeo aaoa?ioeeeeecaoeee.

Oae, (-oei?caiauaiiua (-AAOIN e eo oinoi?eeueiua aiaeiae eniieueciaaiu
aeey aaaaeaiey niioaaonoaothueo oinoi?niaea?aeaueo a?oii a iieiaeaiea 4
ienacieueiiai, oeacieueiiai e naeaiacieueiiai eieueoea. Aianoa n oai
aeey iieo/aiey iiaeiaiuo i?iecaiaeiuo eieaeaciea oaeiaiaa eniieueciaaoue
ia AAOIN, a eo aieaa i?inoua aiaeiae — aoeeeaieiiiaoeeoinoiieaaua niee,
eioi?ua a ?acoeueoaoa iineaaeiaaoaeueiie ia?aaioee iaioaoei?eaeii
oinoi?a, a iioii ?iaeaieaeii iao?ey i?aa?auathony a iiaua oinoiieaaua
eeeaeu eieaeacieueiiai ?yaea — eeth/aaua ?aaaaiou a neioacao iiiaeo
i?iecaiaeiuo 5-ia?eaioieieaeaciea.

E?iia oiai ?acee/iua oeiu (-AAOIN oaeaeinue eniieueciaaoue a
i?aia?aoeaiuo niiniaao iieo/aiey ?yaea iiauo ooieoeeiiaeueiuo
i?iecaiaeiuo ie?eieaeeia, S-o?eaceia, a oaeaea eieaeaci[1,2-a]ie?eaeeia.

Nenoaiaoe/aneia enneaaeiaaiea caaeneiinoe “no?oeoo?a-aeiaeoeaiinoue”
aeey oeaeiai ?yaea 1,3-acieeeeoinoiieaauo nieae iieacaei, /oi eo
aaeoa?eoeeaeiia aeaenoaea nouanoaaiii caaeneo io i?e?iaeu aaoa?iaoiia e
aic?anoaao a ?yaeo: N < S << O. Aianoa n oai aeey oaiaoaiey iiiaeo oeoiiaoiaaiiuo a?eaia oaeea i?iecaiaeiua oeaciea aieaa aeoeaiu, /ai eo ienacieueiua aiaeiae. N?aaee N-caiauaiiuo 4-eieaeacieeeoinoiieaauo nieae oiaea iaia?oaeaiu i/aiue neeueiua aioeiee?iaiua n?aaenoaa, eioi?ua iniaaiii yooaeoeaii oie/oiaeatho iaoiaaiiua a?eaee, aucuaathuea ieeicu o ethaeae e aeeaioiuo. Aeaoinoi?eee?iaaiea anao oeiia 4-acieeeoinoiieaauo nieae i?eaiaeeo e cia/eoaeueiiio oiaiueoaieth aaeoa?eoeeaeiie e ooiaeoeeaeiie aeoeaiinoe. Iai?ioea, a ?acoeueoaoa aeaoinoi?eee?iaaiey 1-aeeee-5-aeeeeoei-4-eieaeacieeeoinoiieaauo nieae ia oieueei ia en/acaao, a aeaaea oneeeaaaony a ?yaea neo/aaa aiaeueaaoe/aneia aeaenoaea, /oi aaaeii aeey iienea iaeioiene/iuo i?aia?aoia. Aianoa n oai y?ei au?aaeaiiay aioeaeanoe/aneay aeoeaiinoue iaeioi?uo aeeaeeieneoinoi?ee-5-aeeaeeeeaieiiienacieia ii/oe iieiinoueth en/acaao i?e caiaia oinoi?eeueiie a?oiiu aoiiii aiaei?iaea. Oaeei ia?acii, ?ac?aaioea aeinooiiuo niiniaia iieo/aiey AAOIN, ooiaeaiaioaeueiia enneaaeiaaiea eo aaoa?ioeeeeecaoeee, a oaeaea eco/aiea oe?ieiai niaeo?a aeieiae/aneie aeoeaiinoe iieo/aiiuo i?iecaiaeiuo iyoe- e oanoe/eaiiuo acioenouo aaoa?ioeeeeia i?eaaei ia oieueei e iaia?oaeaieth iiauo oeiia yooaeoeaiuo einaeoeoeeaeia, iaiaoioeeaeia, ooiaeoeeaeia, aaeoa?eoeeaeia, aioeaeanoe/aneeo i?aia?aoia e aiaeueaaoeeia, ii e aeaei aiciiaeiinoue noi?ioee?iaaoue iauoth eiioeaioeeth oinoiieaauo neioacia aei?aaoeyoi?ia aaoa?ioeeeee/aneie i?e?iaeu. Iia iniiaaia ia oe?ieii i?eiaiaiee ooieoeeiiaeece?iaaiiuo oinoiieaauo ?aaaaioia a ?aaeinaeaeoeaiuo oeeeeecaoeeyo, i?inoioa auaeaeaiey i?iaeoeoia oaeeo i?aa?auaiee, iiaeeoeeaoeee eo i?e iiiiue iaoiaeieiaee “Umpolung” e niiniaiinoe aaoa?eeoinoiieaauo nieae e eaaeiio ?anuaieaieth a uaei/iie n?aaea. Cia/aiea yoie eiioeaioeee nianai ia en/a?iuaaaony oaie i?eia?aie, eioi?ua ?anniio?aiu a ?aaioa, e iiaeii iaaeayoueny ia nouanoaaiiia ?anoe?aiea noa?u i?eiaiaiey oinoiieaauo ?aaaaioia a neioacao iiiaeo iaaeinooiiuo i?aaeaea aei?aaoeyoi?ia aaoa?ioeeeee/aneie i?e?iaeu. Eeth/aaua neiaa: acieu, aceiu, aei?aaoeyoi?u aaoa?ioeeeee/aneie i?e?iaeu, oinoiieaaua ?aaaaiou, aoeeeaieiiaeieeoinoiieaaua niee, einaeoeoeeaeu, ooiaeoeeaeu, ?ino?aaoeyoi?u, aaeoa?eoeeaeu, aiaeueaaoeee. A?iaa?aoeue A.N. Neioace a?i?aaoeyoi??a aaoa?ioeeee?/ii? i?e?iaee ia iniia? aoeeeai?iicai?uaieo a?i?eoinoii??aeo nieae oa ?o aiaeia?a. — ?oeiien. Aeena?oaoe?y ia caeiaoooy iaoeiaiai nooiaiy aeieoi?a o?i?/ieo iaoe ca niaoe?aeuei?noth 02.00.10 — a?ii?aai?/ia o?i?y. — ?inoeooo a?ii?aai?/ii? o?i?? oa iaooio?i?? IAI Oe?a?ie, Ee?a, 1999. Aeena?oaoe?y i?enay/aia iiooeai iiaeo iai?yie?a canoinoaaiiy ooieoe?iiae?ciaaieo oinoii??aeo ?aaaaio?a aeey neioaco a?iaeoeaieo aaoa?ioeeee?/ieo niieoe acieueiiai oa aceiiaiai ?yae?a. Ia iniia? aoeeeai?iia?i?eoinoii??aeo nieae oa nii??aeiaieo ?aaaaio?a aaeaeiny ciaeoe i?ea?iaeuei? i?aeoiaee aei i?aia?aoeaiiai iaea?aeaiiy iiaeo ooieoe?iiaeueieo iio?aeieo ienacieo, o?acieo, naeaiacieo, ?i?aeacieo, oao?acieo, i??ei?aeeio, s-o?eaceio oa ?i?aeaci[1,2-a]i??eaeeio. Na?aae ieo ciaeaeai? aoaeoeai? ?inaeoeoeeaee, iaiaoioeeaee, ooia?oeeaee, ??no?aaoeyoi?e, aaeoa?eoeeaee, aioeaeanoe/i? i?aia?aoe oa aiaeueaaoeee. Aeey eiaeiiai ?yaeo oeeo a?i?aaoeyoi??a aea/aia caeaaei?noue “no?oeoo?a-aeoeai?noue”. On? oe? aeine?aeaeaiiy aeaee iiaeeea?noue noi?ioethaaoe eiioeaioe?th oinoii??aeo neioac?a a?i?aaoeyoi??a aaoa?ioeeee?/ii? i?e?iaee, eio?a aaco?oueny ia oe?ieiio canoinoaaii? ??ciiiai?oieo oinoii??aeo ?aaaaio?a a ?aa?inaeaeoeaieo oeeee?caoe?yo, i?inoio? aeae?eaiiy a ?iaeea?aeoaeueiiio noai? i?iaeoeo?a oaeeo ia?aoai?aiue, iiaeeeaino? iiaeeo?eaoe?? ?o ca aeiiiiiaith iaoiaeieia?? “Umpolung” ?, ia?aoo?, caeaoiino? ?o aei eaaeiai aeaoinoi?eethaaiiy o eoaeiiio na?aaeiaeu?. Aena?oeaiiy oa?aeoa?ieo iniaeeainoae oeueiai caaaeueiiai i?aeoiaeo ? iniiaith iiaeaeueoiai ?icoe?aiiy noa?e aeei?enoaiiy aeinooiieo oinoii??aeo ?aaaaio?a a neioacao oaeeo a?iaeoeaieo aaoa?ioeeee?/ieo niieoe, ye? aaaeei aai iaiiaeeeai io?eiaoe o?aaeeoe?eieie niiniaaie. Eeth/ia? neiaa: aciee, aceie, a?i?aaoeyoi?e aaoa?ioeeee?/ii? i?e?iaee, oinoii??a? ?aaaaioe, aoeeeai?iia?i?eoinoii??a? nie?, ?inaeoeoeeaee, ooia?oeeaee, ??no?aaoeyoi?e, aaeoa?eoeeaee, aiaeueaaoeee. Brovarets V.S. Syntheses of Heterocyclic Bioregulators on the Basis of Acylamino-Substituted Vinylphosphonium Salts and their Analogs. — Manuscript Thesis for a doctor’s degree by speciality 02.00.10 — Bioorganic Chemistry.— Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine, Kyiv, 1999. The dissertation is dedicated to elaboration of novel synthetic approaches to biologically active heterocyclic compounds of the azole and azine series on the basis of funcionalized phosphonium reagents, in particular, acylaminovinylphosphonium salts and related compounds. The wide range of structures obtained by this method involves derivatives of oxazole, thiazole, selenazole, imidazole, tetrazole, pyrimidine, s-triazine, and imidazo[1,2-a]pyridine. Effective insecticides, nematocides, fungicides, growth regulators, bactericides, antiblastics, and analgetics were found among them. The experimental results made it possible to state the concept of controlled synthesis of heterocyclic bioregulators from a variety of phosphonium salts which is distinguished by a high regioselectivity of the cyclization reactions, simple isolation of the products, the feasibility of modifying the compounds by the Umpolung method and their facile dephosphorylation in alkaline medium. The comprehensive research in the line of the general synthetic approach will extend its scope and allow preparation of the biologically active heterocyclic compounds, which are difficult or impossible to access by traditional methods. Key words: azoles, azines, heterocyclic bioregulators, phosphonium reagents, acylaminovinylphosphonium salts, insecticides, fungicides, growth regulators, bactericides, analgetics.

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