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Рідиннофазне співокиснення алкіларенів, реакційна здатність їх молекул і пероксирадикалів: Автореф. дис… д-ра хім. наук / А.Г. Матвієнко, НАН Україн

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

?INOEOOO O?CEEI-I?AAI?*II? O?I?? ? AOAEAO?I??

?I. E.I. EEOAEIAIEA

Ia i?aaao ?oeiieno

Iaoa??iei Aiaoie?e A?eai?iae/

OAeE 541.127: 547.534

??AeEIIIOACIA CI?AOEENIAIIss AEE?EA?AI?A, ?AAEOe?EIA CAeAOI?NOUe ?O
IIEAEOE ? IA?IENE?AAeEEAE?A

02. 00. 04 – o?ce/ia o?i?y

AAOI?AOA?AO

aeena?oaoe?? ia caeiaoooy iaoeiaiai nooiaiy

aeieoi?a o?i?/ieo iaoe

Aeiiaoeuee – 1999

Aeena?oaoe?y ? ?oeiienii

?iaioa aeeiiaia a ?inoeooo? o?ceei-i?aai?/ii? o?i?? ?
aoaeao?i??

?i. E.I. Eeoaeiaiea IAI Oe?a?ie

Iaoeiaee eiinoeueoaio: aeieoi? o?i?/ieo iaoe, i?ioani? Iiaeaea Einei

Ieaen?eiae/, ?inoeooo o?ceei-i?aai?/ii? o?i?? ? aoaeao?i?? ?i. E.I.
Eeoeiaiea IAI Oe?a?ie, canooiiee aee?aeoi?a c iaoeiai? ?iaioe.

Io?oe?ei? iiiiaioe: /eai-ei?aniiiaeaio IAI Oe?a?ie, aeieoi? o?i?/ieo

iaoe, i?ioani? Eioa/ei A’y/aneaa A?eai?iae/. ?inoeooo o?ce/ii? o?i?? ?i.
E.A. Iena?aeaanueeiai IAI Oe?a?ie, canooiiee aee?aeoi?a c iaoeiai?
?iaioe.

aeieoi? o?i?/ieo iaoe, i?ioani? Aenioeueeee TH??e Ai?eniae/. Aeiiaanueea
aea?aeaaia aeaaeai?y aoae?aieoeoaa e a?o?oaeoo?e, caa?aeoaa/ eaoaae?e.

aeieoi? o?i?/ieo iaoe, i?ioani? Ieeeiai/oe Ieoaeei Aaneeueiae/,
Aea?aeaaiee oi?aa?neoao

« Euea?anueea iie?oaoi?ea», caa?aeoaa/ eaoaae?ith.

I?ia?aeia onoaiiaa: Ee?anueeee iaoe?iiaeueiee oi?aa?neoao ?i. Oa?ana

Oaa/aiea, eaoaae?a o?ce/ii? o?i??. I?i?noa?noai ina?oe Oe?a?ie (i. Ee?a)

Caoeno aeena?oaoe?? a?aeaoaeaoueny «22» aeiaoiy 1999 ?. i 14 a. ia
can?aeaii? niaoe?ae?ciaaii? a/aii? ?aaee Ae. 11. 216. 01 a ?inoeooo?
o?ceei-i?aai?/ii? o?i?? ? aoaeao?i??

?i. E.I. Eeoaeiaiea IAI Oe?a?ie ca aae?anith: 340114, i.Aeiiaoeuee,
aoe.?.Ethenaiao?a, 70

C aeena?oaoe??th iiaeia iciaeiieoeny a a?ae?ioaoe? ?inoeoooo
o?ceei-i?aai?/ii? o?i?? ? aoaeao?i?? ?i. E.I. Eeoaeiaiea IAI Oe?a?ie
(340114, i.Aeiiaoeuee, aoe.?.Ethenaiao?a, 70)

Aaoi?aoa?ao ?ic?neaiee «20» aa?aniy 1999 ?.

A/aiee nae?aoa?

niaoe?ae?ciaaii? a/aii? ?aaee Oaiae?ee I.M.

Aeooaeuei?noue i?iaeaie. I?ioeane ?aaeeeaeueii-eaioethaiaiai
??aeeiiioaciiai ieeniaiiy iieaeoey?iei eeniai aoaeaaiae?a ? ?ioeo
i?aai?/ieo ?a/iaei eaaeaoue a iniia? aenieiaoaeoeaieo oaoiieia?/ieo
i?ioean?a iaea?aeaiiy eeniaai?nieo i?iaeoeo?a. I?iieneiaa iaea?aeaiiy
i?aai?/ieo eeneio, nie?o?a, a?ae?iia?ieneae?a, oaiieo e aoeaoiio – io
eeoa aeaye? c ieo. Iiaeaethaaiiy, iioei?caoe?y, i?aeaeuaiiy aoaeoeaiino?
oaeeo i?ioean?a iio?aaothoue aea/aiiy ye caaaeueiiai iaoai?cio, oae ? ?o
ie?aieo aeaiaioa?ieo noaae?e. C ?ioiai aieo, oe? i?ioeane ? iaaaaeaieie
a oiio aeiaaeeo, eiee ieeniaiiy i?aai?/ieo iaoa??ae?a i?ecaiaeeoue aei
iia??oaiiy ?oi?o aeanoeainoae. A oeueiio aeiaaeeo iniiaiei caaaeaiiyi ?
?o niia?eueiaiiy.

C ae?oaiai aieo, ?aaeoe?? ??aeeiiioaciiai ieeniaiiy ? oi?eaeueiith
iiaeaeeth aeey aeine?aeaeaiiy caeaaeiino? ?aaeoeaiino? iieaeoe ?
?aaeeeae?a, ui aa?ooue o ieo o/anoue, a?ae ?oiuei? aoaeiae. Noai?ai?
e?iaoe/i? iaoiaee aecia/aiiy eiinoaio oaeaeeino? iniiaieo aeaiaioa?ieo
?aaeoe?e: ?aaeoe?? a?ae?eao aoiia aiaeith ia?ieneeueieie ?aaeeeaeaie
a?ae iieaeoe ? ?aaeoe?? ?aeiia?iaoe?? ia?ieneeueieo ?aaeeeae?a. Aea/aiiy
ieeniaiiy ?iaeea?aeoaeueieo ?a/iaei aeicaiey? aecia/eoe eiinoaioe
oaeaeeino? ?aaeoe?? ia?ieneeueieo ?aaeeeae?a ye i?ae niaith, oae ? c
iieaeoeith niieoee, ?c yei? aiie ooai?eeeny. Aeine?aeaeaiiy e?iaoeee
ni?aieeniaiiy aeaio ?a/iaei aea? iiaeeea?noue aecia/eoe oae caai?
ia?aiao?e ni?aieeniaiiy, ui aeicaieythoue ?ic?aooaaoe eiinoaioe
oaeaeeino? ?aaeoe?e i?ae ia?ieneeueieie ?aaeeeaeaie ? iieaeoeaie ??cii?
aoaeiae. Ni?eueia aeine?aeaeaiiy ieeniaiiy ?iaeea?aeoaeueieo ?a/iaei, a
oaeiae ?o ni?aieeniaiiy aeicaiey? iaea?aeaoe ?ioi?iaoe?th i?i
aeaiaioa?i? ?aaeoe?? ia?iene?aaeeeae?a ?c iieaeoeaie i?e oe?ieiio
aa??thaaii? no?oeoo?e ye iaeieo, oae ? ?ioeo.

Iaoa oa caaea/? ?iaioe. Iniiaia iaoa ?iaioe – aeine?aeaeaiiy e?iaoe-ee,
iaoai?cio i?ioean?a ??aeeiiioaciiai ieeniaiiy ? ni?aieeniaiiy
aee?e-a?ai?a i?e oe?ieiio aa??thaaii? i?e?iaee, e?eueeino? cai?niee?a o
aai-cieueiiio e?eueoe?, cai?niee?a o (-iieiaeaii? (iie?aoeeaaiciee,
iie??ci-i?ii?eaaiciee, iie?oeeeeiaee?eaaiciee, iiiicai?uai? aoeeaaiciee,
ae-e?ea?oai?ee) oa no?oeoo?e a?aia (aee?eaaiciee, aee?ea?oai?ee,
aee?eia-ooae?ie, aee?ei??eaeeie, aee?ei??eaeei-N-ieneaee, aee?eo?ioaie);
aecia/ai-iy eiinoaio oaeaeeino? ?aaeoe?e ia?iene?aaeeeae?a i?ae niaith ?
c iieaeoea-ie; anoaiiaeaiiy e?euee?nieo caeaaeiinoae i?ae ?aaeoeai?noth
e aeaeo?ii-ieie, oa?iiaeeiai?/ieie, o?ce/ieie oa?aeoa?enoeeaie iieaeoe ?
?aaeeeae?a.

Iaoeiaa iiaecia. Anoaiiaeaii caaaeuei? e?iaoe/i? caeiiii??iino?
ieeniaiiy a?ia?ieo noi?oae aee?ea?ai?a o caeaaeiino? a?ae o?i?/ii?
no?oe-oo?e iieaeoe: i?e?iaee ? e?eueeino? cai?niee?a o aaicieueiiio
e?eueoe?, i?e aeoeaiiio (-N-I-ca’yceo, i?e?iaee a?aia. Aecia/aii
ia?aiao?e ni?aieeniaiiy, ?ic?aoiaai? eiinoaioe oaeaeeino? ?aaeoe??
ia?iene?aaee-eae?a ?c iieaeoeaie, ui aeicaieeee noi?ioaaoe ?yaee
?aaeoe?eii? caeaoiino? iieaeoe ? ia?iene?aaeeeae?a.

Aecia/aii e?euee?ni? caeiiii??iino? aieeao aeaeo?iiieo aoaeo?a
cai?niee?a ia ?aaeoeai?noue ia?ieneeueieo ?aaeeeae?a o ?aaeoe??
?aeiia?-iaoe??. Iieacaii, ui ca?eueoaiiy nooiaiy cai?uaiiy a e?eueoe?
iie?aee?e-aaicie?a c iaeiei iaoeeueiei cai?nieeii i?e aaiceeueiiio aoii?
aoaeaoeth i?ecaiaeeoue aei ciaioaiiy eiinoaio oaeaeeino? ?aaeoe??
?aeiia?iaoe??, a a iie?aee?eaaicieao ?c aeaiia iaoeeueieie cai?nieeaie –
aei ?oiueiai c?inoaiiy.

Anoaiiaeaii, ui a iie?aoeeaaicieao noa?e/i? aoaeoe aeyaeythoueny a
iieaeoeao, ?aaeoe?eiee oeaio? yeeo ia? aeaa i?oi-cai?nieee. A
iie??ci-i?ii?eaaicieao aeey i?iyao noa?e/iiai aoaeoo aeinoaoiuei
iaeiiai i?oi-cai?nieea. Noa?e/i? aoaeoe aeyaeythoueny a i?aeaeuaii?
aia?a?? N-I-ca’yceo, ui ?ic?eaa?oueny, e o i?inoi?iaiio ae?aioaaii?
?aaeoe?eiiai oeaio?a.

Ciaeaeaii, ui i?e aeecueeeo cia/aiiyo aia?a?e ca’yceo, ui ?aaoueny,
iioaioe?ae?a ?ii?caoe?? iieaeoe ?aaeoeai?noue (-N-I-ca’yce?a iieaeoe
aoeaiaooaio ? oeeeeiaee?eaaicie?a ? iaaaaaoi aeuith, i?ae ?aaeoeai?noue
(-N-I-ca’yce?a no?oeoo?ii a?aeiia?aeieo aei ieo aoeea?ai?a. I?e/eiith
oeueiai ? a?aenooi?noue aeey oeeeeiaee?eaaicie?a a?eueiiai iaa?oaiiy
aee?eueieo a?oi ?, ye iane?aeie, i?aeaeuaiiy aio?ii?? aeoeaaoe??
?aaeoe?? a ii??aiyii? c aoeea?aiaie.

?ic?aoiaaii ia?ao?aei? noaie (IN) ?aaeoe?e ia?ieneeueieo ?aaeeeae?a ?c
iieaeoeaie aee?ea?ai?a. Iieacaii, ui IN oeeo ?aaeoe?e ? no?oeoo?aie c
ia?aiinii ca?yaeo, i?e/iio ia?aiin ca?yaeo c iieaeoee ia ?aaeeeae ?
a?eueoei aeey iieaeoe ?c iaioei iioaioe?aeii ?ii?caoe?? ? aeey
?aaeeeae?a ?c a?eueoith nii??aeiai?noth aei aeaeo?iia.

Iieacaii, ui ?aaeoeai?noue I-oeaio?iaaieo ?aaeeeae?a o ?aaeoe??
a?ae?eao aoiia aiaeith aecia/a?oueny ii?yae ?c oaieiaei aoaeoii ?aaeoe??
aia?-a??th ieaeiuei? a?eueii? iieaeoey?ii? i?a?oae? ?aaeeeaea, ui
oa?aeoa?eco? eiai aeaeo?iiiaeoeaioi?i? aeanoeaino?. O ?aaeoe??
?aeiia?iaoe?? ?aaeoea-i?noue I-oeaio?iaaieo ?aaeeeae?a caeaaeeoue a?ae
aaee/eie ca?yaeo ia e?ioeaai-io aoii? eenith, ui aecia/a? eoeii?anueeo
neeaaeiao aia?a?? i?ae?aaeeeaeue-ii? aca?iiae??.

I?aeoe/ia cia/ei?noue. ?ic?iaeaii caaaeuei? i?eioeeie ?aaoethaaiiy
ia?oe?aeueii? oaeaeeino? ? naeaeoeaiino? ieeniaiiy eiiiiiaioa a noi?o?.
Iieacaii, ui aeei?enoaiiyi iaoiaeo ni?aieeniaiiy iiaeia ye i?aeaeueoe
ieoiio oaeaee?noue ieeniaiiy i?aai?/ieo niieoe, oae ? ca?eueoeoe ?o
no?ee?noue aei ieeniaiiy.

A?eueoa 200 io?eiaieo o ?iaio? eiinoaio oaeaeeino? ?aaeoe?? a?ae?eao
aoiia aiaeith ia?iene?aaeeeaeaie, ?aaeoe?? ?aeiia?iaoe??
ia?iene?aaeeeae?a oa?eoee aei Ananithciiai Aaieo eiinoaio oaeaeeino?
?aaeeeaeueieo ??aeeiiioacieo ?aaeoe?e ? aeei?enoiaothoueny a yeino?
aeia?aeeiaiai iaoa??aeo.

Ai?iaaoe?y ?iaioe. Iniiai? ?acoeueoaoe ?iaioe aeiiia?aeaeenue ia II
I?aeia?iaeiiio neiiic?oi? c ieeniaiiy (Oai?ueia, Aoaeaiaoo, 1982), VIII
Ananithci?e eiioa?aioe?? c o?i?? i?aai?/ieo ia?ieneae?a (Eai?ia?aae,
1985), OV Oe?a?inuee?e ?anioae?eainuee?e eiioa?aioe?? c i?aai?/ii? o?i??
(Oaeai?iae, 1986), I?aeia?iaeiiio i?e?ineiiic?oi? c ieeniaiiy i?aai?/ieo
niieoe (Oaee?i, 1987), VI Ananithci?e eiioa?aioe?? ii ieeniaiith
i?aai?/ieo niieoe o ??aee?e oac? (Euea?a, 1987), II Ananithciiio
neiiic?oi? c aiiiaaiiiai eaoae?ca «Iia? oeyoe ia?aoai?aiiy aoaeaaiaei?a»
(Aeiiaoeuee, 1988), Ananithci?e eiioa?aioe?? «E?iaoeea ?aaeeeaeueieo
??aeeiiioacieo ?aaeoe?e» (ss?ineaaeue, 1990), I?aeia?iaei?e eiioa?aioe??
«Oaeaee? ?aaeoe?? a ?ic/eiao» (Iieueua, Iiciaiue, 1993).

Ioae?eaoe??. Iniiaiee ci?no ?iaioe iioae?eiaaii a 32 noaooyo ? oacao 9
aeiiia?aeae ia eiioa?aioe?yo, a o./. 6 – aac ni?aaaoi??a.

?iaioa aeeiiaia o a?aeae?e? aeine?aeaeaiue ?aaeeeaeueieo ?aaeoe?e
?inoeoooo o?ceei-i?aai?/ii? o?i?y ? aoaeao?i?? ?i. E.I. Eeoaeiaiea IAI
Oe?a?ie a ?aieao oaeeo oai:

1. «Aea/aiiy e?iaoeee ? iaoai?cio ?aaeeeaeueii-eaioethaiaeo i?ioean?a
ieeniaiiy aee?ea?ai?a ? ?o iio?aeieo ? iaea?aeaiiy e?niaai?nieo
iae?iiiiiia??a o ??aee?e oac?» (iiia? aea?ae?a?no?aoe?? 01860046789),
caoaa?aeaeaii? iinoaiiaith I?aceae?? AI O?N? ?474 a?ae 27.12.85 ?.

2. «Aea/aiiy naeaeoeaiino? ?aaeoe?e ia?iene?aaeeeae?a c aee?eaaicieaie,
ui i?noyoue aoi?eii? ? o?aoeii? (-N-I-ca’ycee» (iiia? aea?ae?a?no?aoe??
01900010162), caoaa?aeaeaii? iinoaiiaith Ath?i OOOO AI O?N? a?ae
26.12.89 ?.

3. « Aeaeo?iiii oa aio?iiieii oaeoi?e a ?aaeoeieiie caeaoiinoi
ia?ieneeue-ieo ?aaeeeaeia oa i?aaii/ieo iieaeoe o aiiieioe/ieo ?aaeoeiyo
iaiiio aoiia aiaeith», caoaa?aeaeaii? iinoaiiaith AeEIO ?33/521 a?ae
22.03.94 ?.

4. «Aeineiaeaeaiiy ca’yceo no?oeoo?e caiiuaieo aeeaia?aiia c io
?aaeoeaiinoth a ?aaeoeiyo c ia?ieneeueieie ?aaeeeaeaie» (iiia?
aea?ae?a?no?aoe?? 0198U003030).

Iniaenoee aianie aaoi?a. Aaoi?o iaeaaeeoue aecia/aeueia ?ieue o
iinoaiiaoe? iaoe aeine?aeaeaiiy, ieaioaaii? ? i?iaaaeaii? aenia?eiaio?a,
ii?aoethaaii? aenia?eiaioaeueieo aeaieo ? oai?aoe/iiio iaa?oiooaaii?
iniiaieo iieiaeaiue aeena?oaoe?eii? ?iaioe. A iaaiai?aii? ?acoeueoao?a
?iaioe a?aee o/anoue aeaaeai?e IAI Oe?a?ie Eo/a? ?.A. ? i?ioani? Iiaeaea
E.I. Aaoi? aoa ni?aea??aieeii aeena?oaoe?eii? ?iaioe ?o?iiai? ?.A..
Aa?aneiiaith N.I. aei??yii oaeaeeino? iiaeeiaiiy eenith ? aeo?aoe iaeeo
aeiaaaie i?e aeine?aeaeaii? ieeniaiiy, ni?aieeniaiiy
iie??cii?i-i?eaaicie?a, aee?eiaooae?i?a, oeeeeiaee?ea?ai?a. Ea/o?eiei
?.I. aei??yii ci?ie ?ioaineaiino? oai?ethi?ianoeaioe?? i?e aecia/aii?
eiinoaio oaeae-eino? ?aaeoe?? ?aeiia?iaoe?? ia?ieneeueieo ?aaeeeae?a.
Ino?ianueeith I.C. i?iaaaeai? aei??e oaeaeeino? aeo?aoe noaa?eueiiai
?aaeeeaea a ?aaeoe?? c aee?ea?aiaie. Caeaanueeith I.I. aei??yii
oaeaeeino? ieeniaiiy aoeaiaooaio a oei?aaicie?, aee?eo?ioai?a o
??ciiiai?oieo ?ic/eiieeao, oaeaeeino? ni?aieeniaiiy ?ciia?ieo aaicee- ?
?cii?ii?ei??eaeei?a; i?iaaaeaii aeae?eaiiy i?iaeoeo?a ieeniaiiy
aoeaiaooaio e aee?eo?ioai?a. Aeieo?oeii A.O. iaaeaia aeiiiiiaa a
i?iaaaeaii? eaaioiaio?i?/ieo ?ic?aooie?a c iiooeo no?oeoo? ia?ao?aeieo
noai?a ?aaeoe?e ia?iene?aaeeeae?a c iieaeoeaie.

No?oeoo?a e ianya ?iaioe. Aeena?oaoe?eia ?iaioa neeaaea?oueny c
anoo-io, 8 ?icae?e?a, caeeth/aiiy, aeniiae?a ? nieneo aeei?enoaieo
aeaea?ae. ?iaioa aeeeaaeaia ia 303 noi??ieao iaoeiiieniiai oaenoo,
i?noeoue 69 ?enoie?a, 82 oaaeeoe?, nienie aeei?enoaieo aeaea?ae, ui
aeeth/a? 263 iaeiaioaaiiy.

O ?icae?e? 1 i?eaaaeaiee iaeyae e?oa?aoo?ieo aeaieo c ieoaiue
??aeeiiioaciiai ieeniaiiy, ni?aieeniaiiy aee?ea?ai?a, aeeeaaeai?
?nioth/? oyaeaiiy uiaei e?iaoeee ? iaoai?cio i?io?eaiiy ie?aieo noaae?e
oeeo i?ioean?a. ?icaeyiooi canoinoaaiiy aii??e/ieo ei?aeyoe?eieo
??aiyiue aei iieno ?aaeoe?eii? caeaoiino? ia?iene?aaeeeae?a ? iieaeoe.

O ?icae?e? 2 iienai? iaoiaee neioaco, i/enoee o?i?/ieo niieoe,
iaoiaeeee aenia?eiaioo, e?iaoe/i? ? eaaioiaio?i?/i? iaoiaee, ye?
aeei?enoai? a ?iaio?.

Ia’?eoaie ?iaioe aoee aee?ea?aie oaei? no?oeoo?e:

a)

aea

R1 = H, R2 = CH3; R3 = 4-NO3, 4-C(O)CH3, 4-Br, H, 3-C2H5,
4-C2H5,

4-CH3O, 4-PhO;

(R3)2 = 3,5 – (C2H5); (R3)3 = 3,4,5 – (C2H5)3,

2,4,5 – (C2H5)3; (R3)4 = (C2H5)4, (R3)5 = (C2H5)5

R1 = CH3, R2 = CH3; R3 = 3-(i-C3H7), 4-(i-C3H7); (R3)2 = 3,5 –
(i-C3H7)2,

2,4 – (i-C3H7)2; (R3)3 = 2,4,5 – (i-C3H7)3

————————————————————————
————————-

a)

————————————————————————
————————-

a)

Ar-R

aea

R = CH3, C2H5, i-C3H7, PhCH2;

O oaeno? aaoi?aoa?aoo aeei?enoai? oae? nei?i/aiiy:

N6I6-Y – B, aea Y – e?euee?noue cai?noiee?a o aaicieueiiio e?eueoe?;

NI3 – Ia, N2I5 – Et, i-C3H7 -iPr, N6I5CH2 – Bz;

a?oai?e – A?PH, iaooae?i – Nph , i??eaeei – Py, i??eaeei-N-ieneae –
Py-N-O, oao?ae?i – Tetr, ieoaa?ae?iaio?aoeai – OHA,
aeiaeaeaa?ae?io?eoai?eai – DHTPh, aoeaiaooai – AcNph, oei?aaicie – OA,
aciaee?ciaooe?ii?o?ee

3. IEENIAIIss ?IAeEA?AeOAEUeIEO AEE?EAAICIE?A

Iecueeioaiia?aoo?ia ?i?oe?eiaaia ?iaeea?aeoaeueia ieeniaiiy aee?e-a?ai?a
iieaeoey?iei eeniai c eaaae?aoe/iei ia?eaii eaioethaa a?aeao-aa?oueny ca
noaiith:

RH ( R( Wi

R( + O2 ( RO2( kO

RO2( + RH ( RO2H + R( kp

RO2( + RO2( ( iaaeoeai? i?iaeoeoe kt

I?e aeiaaeo eaioethaao oaeaee?noue ieeniaiiy iienoaoueny ae?acii:

W = (kp /(kt)([RH] (Wi

Aeine?aeaeaia e?iaoeea ieeniaiiy ?iaeea?aeoaeueieo iie?aoee-,
iie?-?cii?ii?e-, iie?oeeeeiaee?eaaicie?a, iiiicai?uaiieo iio?aeieo
aoee-aaicieo. Aecia/aii e?iaoe/i? ia?aiao?e ieeniaiiy, eiinoaioe
oaeae-eino? ?aaeoe?e i?iaeiaaeaiiy (kp) oa ia?eao (kt) eaioethaa
(oaae.1).

sse aeaeii c oaae.1, caeaoi?noue aee?eaaicie?a aei ieeniaiiy (ia?aiao?
kp/(kt) a caeaaeiino? a?ae ?o aoaeiae a?ae??ciy?oueny iaeaea ia aeaa
ii?yaeee. A ?yaeo iie?aoeeaaicie?a (oaae.1) caeaaei?noue ia?aiao?a
kp/(kt a?ae nooiaiy cai?uaiiy o aaicieueiiio e?eueoe? i?ioiaeeoue /a?ac
iaeneioi, yeee a?aeiia?aea? neiao?e/iiio oao?acai?uaiiiio iio?aeiiio.
Ii??aiyiiy a?oooi aia?a?e aeoeaaoe?? i?ioeano ieeniaiiy iie?aoeeaaicie?a
iieaco? cia/ia ?o ca?eueoaiiy aeey iaioa- ? aaenaaoeeaaicieo. Oe?
caeaaeiino? ? i?ioeeaaeieie aei a?aeiieo o ?yaeo iie?iaoeeaaicie?a, aea
c? ca?eueoaiiyi nooiaiy cai?uaiiy cia/aiiy kp/(kt iiiioiiii ?inoa, a
aia?a?y aeoeaaoe?? i?ioeano ciaioo?oueny ? ? i?i?iaeueiith aeey
aaenaiaoeeaaicieo. A ?yaeo iiiicai?uaiieo iio?aeieo aoeeaaicieo ia?aiao?
kp/(kt c?inoa? c c?inoaiiyi aeaeo?iiiaeiii?ieo aeanoeainoae cai?nieea.

sse aeaeii c oaae.1, cia/aiiy kt o ?yaeo iie?aoeeaaicie?a ?noioii
caeaaeaoue a?ae e?eueeino? ? aca?iiiai ?icoaooaaiiy aoeeueieo a?oi o
niieooe? ? ??cei ciaioothoueny o aeiaaeeo ia?iene?aaeeeae?a aeueo
i?aaenoaaiee?a ?yaeo. Oeae oaeo na?ae/eoue i?i ?noioiee aieea noa?e/ieo
aoaeo?a ia oaeaee?noue ?aaeoe?? ?aeiia?iaoe?? ia?iene?aaeeeae?a
iie?aoeeaaicie?a, ui iathoue cai?nieee a i?oi-iieiaeaiiyo aei
?aaeoe?eiiai oeaio?o.

Ia i?ioeaaao iie?aoeeaaicieai ca?eueoaiiy nooiaiy cai?uaiiy a
iie??cii?ii?eaaicieao i?ecaiaeeoue aei c?inoaiiy kt. Aeey neiao?e/iiai
oao?a?cii?ii?eaaicieo kt iaeaea ia aeaa ii?yaeee ? aeuith, i?ae aeey
iie??cii?ii?eaaicie?a, ui ia iathoue ii?o/ ?cii?ii?eueieo a?oi.

Aeey ?aaeoe?? i?iaeiaaeaiiy eaioethaa c? ca?eueoaiiyi /enea aoeeueieo
a?oi o e?eueoe? c 3 aei 6 cia/aiiy kp o oei?aaicie? ciaioo?oueny a?eueo,
i?ae o 100 ?ac?a. O ?yaeo iie??cii?ii?eaaicie?a, ui iathoue a
i?oi-iieiaeaii? ?cii?ii?euei? a?oie, cia/aiiy kp iaaaaaoi iaioa, i?ae
aeey oeo , ye? ia iathoue oaeeo.

Iaea?aeai? iaie aenia?eiaioaeuei? aeai? aeicaieythoue ?icaeyiooe ie?aii
aieea cai?niee?a ia kp ? kt. Aeey aiae?co ca’yceo i?ae eiinoaioaie
oaeaeeino? ?aaeoe?e i?iaeiaaeaiiy, ia?eao eaioethaa ? aeanoeainoyie
cai?niee?a iaie aeei?enoaii i?aeo?ae Aaiiaoa. O ei?aeyoe?yo aeei?enoai?
cia/aiiy eiinoaio oaeaeeino?, aecia/ai? a oei?aaicie?. Anoaiiaeaii, ui
aeey ?aaeoe?? ia?eao eaioethaa e?aua ei?aeyoe?y niinoa??aa?oueny c
(-eiinoaioaie cai?nieea, a aeey ?aaeoe?? i?iaeiaaeaiiy eaioethaa – c
(+-eiinoaioaie:

lg(kt)c = lg(kt)i + (0.38 ( 0.04) ( i?e R = 0.973

lg(kp)c = lg(kp)i – (0.36 ( 0.06) (+ i?e R = 0.943

Oaaeeoey 1

E?iaoe/i? ia?aiao?e ieeniaiiy kp/(kt (e/iieue (n)1/2, Ep – 0.5
Et,(eAeae/iieue), eiinoaioe oaeaeeino? kt, kp (e/iieue(n) aeey
iie?aee?eaaicie?a, iiiicai?uaieo aoeeaaicie?a ? ?ciia?ieo aoeei??eaeei?a
o na?aaeiaeu? aoaeaaiaeiy (RH), oei?aaicieo (OA), 348 E

RH kp/(kt(104 Ep – 0.5 Et kt(10-5 (kp)1

OA RH RH OA RH OA

Et 14.3 44 ( 2 120 ( 20 130 ( 20 3.8 5.0

1,3-Et2B 28.9 41( 2 110 ( 10 110 ( 10 3.6 4.8

1,4-Et2B 41.7 34 ( 2 100 ( 10 100 ( 10 4.8 6.7

1,3,5-Et3B 44.8 36 ( 2 100 ( 20 100 ( 20 3.6 4.7

1,2,4,5-Et4B 61.7 43 ( 2 – 19 ( 2 1.6 2.1

1,3,4,5-Et4B 46.2 38 ( 2 – 33 ( 2 1.4 2.1

Et5B 39.3 55 ( 2 – 6.0 ( 0.4 0.34 0.6

Et6B 15.6 1112 ( 4 – 4.5 ( 0.3 0.032 0.2

1,4-iPr2B 17.0 29 ( 3 – 1.1 ( 0.1 – 2.5

1,3-iPr2B 9.1 26 ( 3 – 1.0 ( 0.1 – 1.6

1,3,5-iPr3B 14.7 30 ( 2 – 1.0 ( 0.1 – 1.2

1,2,4-iPr3B 3.4 44 ( 3 – 3.2 ( 0.5 – –

1,2,4,5-iPr4B 1.2 – – 80 ( 20 – 0.4

Tetr 117 – 2602( 20 500( 60 27.82 41.4

OHA 418 – 2502( 20 270( 20 39.02 54.1

DHTPh 455 – – – – –

4-MeOEtA 29.0 41 ( 2 80 ( 10 90 ( 10 8.4 8.7

3-MeOEtA 13.8 – 130 ( 10 130 ( 10 5.0 5.0

4-ClEtA 10.0 38 ( 2 160 ( 20 170 ( 20 4.2 4.1

4-NI3N(I)EtA 13.2 42 ( 2 150 ( 50 150 ( 20 5.4 5.1

4-NO2-EtA 5.5 42 ( 2 240 230 3.5 2.6

2-EtPy 5.3 38 ( 2 240 ( 30 – 2.6 –

3-EtPy 9.7 39 ( 2 – 110 ( 10 – 2.7

4-EtPy 6.1 41 ( 2 – 290 ( 30 – 3.4

I?ei?oee:

1 – ia iaeio aee?eueio a?oio aai o?aaiaio -NI2- NI2-;

2 – a o?ao-aooeeaaicie?.

Oaeei /eiii, ci?ia aeaeo?iiieo aeanoeainoae cai?nieea ii ??ciiio
aieeaa? ia ?aaeoe?? i?iaeiaaeaiiy e ia?eao eaioethaa. sseui aaaaeaiiy
aeaeo?iiiaeiii?ieo cai?niee?a i?ecaiaeeoue aei ca?eueoaiiy eiinoaio
oaeaeeino? ?aaeoe?? i?iaeiaaeaiiy eaioethaa (( iaaaoeaia), oi o aeiaaeeo
?aaeoe?? ia?eao eaioethaa caeaaei?noue i?ioeeaaeia (( iiceoeaia).

Aeia?a ei?aeyoe?y aeey eiinoaio oaeaeeino? ?aaeoe?? ia?eao eaioethaa c
(-eiinoaioaie cai?niee?a, na?ae/eoue i?i ?noioith ?ieue eoeii?anueei?
aca?iiae?? i?ae aeaiia ia?iene?aaeeeaeaie, ui caeeaeathoueny aoiiaie
eenith, ye? ianooue iaaaoeaiee ca?yae. I?e a?aenooiino? ni?yaeaiiy i?ae
cai?nieeii o aaicieueiiio e?eueoe? ? ?aaeoe?eiei oeaio?ii aaee/eia
ca?yaeo ia e?ioeaaiio aoii? eenith aoaea oa?aeoa?ecoaaoeny (-eiinoaioith
cai?nieea. O oie aea /an o ?aaeoe?? i?iaeiaaeaiiy eaioethaa o/anoue
no?oeoo?e R((+I((-OOR o ia?ao?aeiiio noai? aecia/a? e?auo ei?aeyoe?th
eiinoaio oaeaeeino? ?aaeoe?? c (+- eiinoaioaie cai?niee?a.

Cia/aiiy ( aeey iiiicai?uaieo iio?aeieo ?oeeaaicieo a ?aaeoe?yo
i?iaeiaaeaiiy ? ia?eao eaioethaa ca aaniethoiith aaee/eiith aeecuee? ?
iathoue i?ioeeaaei? ciaee. Oiio ui a ia?aiao? kp/(kt kt aoiaeeoue a
nooiai? -1/2, oi iniiaiee aieea ia caeaoi?noue aee?eaaicie?a aei
ieeniaiiy i?ecaiaeyoue ci?ie ?aaeoeaiino? /anoe/ie a ?aaeoe??
i?iaeiaaeaiiy eaioethaa.

I?e ieeniaii? aee?eaaicie?a, ye? iathoue i?oi-cai?nieee c aeoeaieie
(-N-I-ca’yceaie, iiaeeeaa ?aaeoe?y aioo??oiuei?aaeeeaeueiiai ia?aiino
aoiia aiaeith. Oaeo ?aaeoe?th iaie aoei ciaeaeaii i?e aeine?aeaeaii?
ieeniaiiy aeiaeaeaa?ae?io?eoai?eaio (DHTPh).

Oiieioa?iaa o?iiaoia?ao?y ieneaeao?a aeiaeaeaa?ae?io?eoai?eaio iieacaea
iayai?noue o?ueio a?ae?iia?ieneae?a: a?ae?iia?ieneaeo ?i?oe?aoi?a ?
aeaio a?ae?iia?ieneae?a noano?aoo. Aeey ia?aa??ee iayaiino? ?aaeoe??
?ciia??caoe?? ia?ieneeueiiai ?aaeeeaea DHTPh i?iaaee ieeniaiiy i?e
[DHTPh] = 0.156 iieue/e i?ioyaii 120 oaeeei oae, uia eiiaa?n?y niieoee,
ui ieeney?oueny, ia ia?aaeuoaaea 15%. Ieneaeao aiae?coaaee ia iayai?noue
a?ae?iia?ieneae?a. Aeo?aoo DHTPh o i?ioean? ieeniaiiy aecia/aee iaoiaeii
aaci??aeeiii? o?iiaoia?ao?? (oaae.2).

Oaaeeoey 2

Ci?ia eiioeaio?aoe?? DHTPh (RH) ? eiioeaio?aoe?? a?ae?iia?ieneae?a, ui
ooai?eeeny (iieue/e), ?ic/eiiee OA, [A?AI] = 0.01 iieue/e, 348 E.

Aeo?aoa RH Coiia a?ae?i-ia?ieneae?a A?ae?iia?ieneae A?AI
Iiiia?ae?i-ia?ieneae RH Aeea?ae?iia?ie-neae RH

0. 0197 0. 0287 0. 0049 0. 0057 0. 0091

Iaaaaeai? aeai? iieacothoue, ui ii?yae ?c iiiia?ae?iia?ieneaeii (RO2H)
ieneaeao i?noeoue aeea?ae?iia?ieneae (DO2H) DHTPh, i?e/iio ?o
eiioeaio?aoe?? ni?aa?aeiinyoueny, ye ( 2:3.

Aeai? oaae.2 aeicaieythoue ?ic?aooaaoe a?aeiioaiiy eiinoaio oaeaeeino?
?aaeoe?e ia?aaea/? eaioethaa ia ?ioo iieaeoeo DHTPh (k1) ?
aioo??oiuei?aaeeeaeueiiai a?ae?eao aoiia aiaeith (k2):

k1/k2 = [RO2H]/( [DO2H]([RH]) = 4.3.

O ?aieao iaaeeaeaiiy ?I3 aoea ciaeaeaia no?oeoo?a ia?ao?aeiiai noaio
(IN) ?aaeoe?? ?ciia??caoe?? ?aaeeeaea aeiaeaeaa?ae?io?eoai?eaio. O IN
?aaeoe?? a?aenoai? i?ae aoiiaie I ? I 1.350 A, H ? N -1.320 A; ca?yae
ia e?ioeaaiio aoii? O -0.197, ia aoii? I, ui a?ae?eaa?oueny +0.159.
Cia/aiiy eooa I(I(N 143.6(, oiaoi no?oeoo?a IN ?aaeoe?? ?noioii
a?aeoeey?oueny a?ae no?oeoo?e e?i?eiiai IN. Aioaeuei?y aeoeaaoe??
?aaeoe?? (97.0 eAeae/iieue) aeecueea aei aioaeuei?? aeoeaaoe?? ?aaeoe??
eoi?eia?iene?aaeeeaea c iieaeoeith oieoieo (Caeeth/aiiy).

Ii??aiyiiy aeaieo c aeo?aoe DHTPh oa c iaeiieaiiy ia?ieneaeieo
i?iaeoeo?a i?ae /an eiai ieeniaiiy, ?acoeueoaoe eaaioiaio?i?/iiai
?icaey-aeaiiy iiaeeeaino? ?aae?caoe?? ?aaeoe?? ?ciia??caoe?? ?aaeeeaea
aeiaeaeaa?ae?i-o?eoai?eaio eaaeooue i?i oa, ui iaoai?ci ieeniaiiy DHTPh
? a?aei?iiei a?ae iaoai?cio ieeniaiiy a?eueoino? aee?ea?iiaoe/ieo
aoaeaaiaei?a.

Aiae?c i?iaeoeo?a ieeniaiiy iie?iaoeeaaicie?a, iie?aoeeaaicie?a,
ye? iathoue i?oi-cai?nieee c aeoeaieie (-N-I-ca’yceaie, iieacaa
iayai?noue eeoa iaeiiai a?ae?iia?ieneaeo noano?aoo. Oea aeaco? ia
a?aenooi?noue aai ia iacia/iee aeeaae ?aaeoe?? ?ciia??caoe??
ia?ieneeueieo ?aaeeeae?a i?e ieeniaii? iie?iaoeeaaicie?a,
iie?aoeeaaicie?a, ye? iathoue i?oi-cai?nieee.

?en.1. No?oeoo?a ia?ao?aeiiai noaio ?aae-

oe?? ?ciia??caoe?? ?aaeeeaea aeiaeaeaa?-

ae?io?eoai?eaio.

4.AEA*AIIss I?IOeAN?A ?AAeEEAEUeII-EAIOeTHAIAIAI NI?AIEENIAIIss EOIIEO C
AEE?EAAICIEAIE

Aea/aiiy ieeniaiiy a?ia?ieo noi?oae aee?ea?ai?a aeicaiey?
noi?-ioethaaoe caeiiii??iino? aieeao no?oeoo?e noano?ao?a ye ia e?iaoeeo
i?io?eaiiy a?oooi i?ioeano, oae ? ia e?iaoeeo ieeniaiiy eiaeiiai
eiiii-iaioo o noi?o?. E??i oeueiai, eeoa iaea?aeaia a aeine?aeao c?
ni?aieeniaiiy e?iaoe/ia ?ioi?iaoe?y aeicaiey? iiaoaeoaaoe ?yaee
?aaeoeaiino? ye iieaeoe, ui ?aaaothoue c iaeiei ?aaeeeaeii, oae ?
ia?iene?aaeeeae?a, ui ?aaaothoue c iaeiith iieaeoeith.

I?ioean noi?niiai ieeniaiiy aeaio aee?eaaicie?a a?aeaoaa?oueny ca
noaiith:

O2

RiH ( RiO2( Wi

RiO2( + RjH ( RiO2H + Rj( kpij

RiO2( + Rj O2( ( iaaeoeai? i?iaeoeo? ktij

aea i,j = 1,2.

Caeaaei?noue oaeaeeino? ieeniaiiy a?ia?ii? noi?o? a?ae ?? neeaaeo ia?
aeaeyae:

(1)

aea r1 = kp11/kp12, r2 = kp22/kp21 O = kt12/((kt11(kt22), ai = (ktii
/kpii.

Aoei aea/aii ni?yaeaia ?i?oe?eiaaia ieeniaiiy a?ia?ieo noi?oae
iie?aoeeaaicie?a, iie??cii?ii?eaaicie?a, iie?oeeeeiaee?eaaicie?a ?c
eoii-eii i?e 348 E (?en.2,3).

?en.2. Caeaaeiino? oaeaeeino? ieeniaiiy a?ia?ieo noi?oae eoiieo c
aoeeaaicieaie [R2H] a?ae ?o neeaaeo: [R2H]-1.4-aeeaoeeaaicie (1),
1,2,4,5-oao?aaoeeaaicie (2), 1,2,3,5-oao?a-aoeeaaicie (3),
aaenaaoeeaaicie (4).

?en.3. Caeaaeiino? oaeaeeino? ieeniaiiy a?ia?ieo noi?oae eoiieo [R1H] c
iie?oee-eeiaee?eaaicieaie [R2H] a?ae ?o neeaaeo: [R2H] – oao?ae?i (1),
ieoaa?ae?iaio?aoeai (2), aeiaeaeaa?ae?io?eoai?eai (3).

sse aeaeii c ?en.2, 3 on? e?ea? ni?aieeniaiiy eoiieo c aee?eaaici-eaie
ye? i?noyoue aoi?eii? (-N-I- ca’yce? iathoue a?aeoeeaiiy oiec a?ae e?i??
aaeeoeaiino?, oiaoi e?i??, yea c’?aeio? oaeaeeino? ieeniaiiy /enoeo
eiiiiiaio?a. Aeey oeeeeiaee?eaaicie?a e?ea? ni?aieeniaiiy i?ioiaeyoue
/a?ac aeeaie? i?i?ioie. O aeiaaeeo aeiaeaeaa?ae?io?eoai?eaio
aoaeoeai?noue ?ia?aoaaiiy ieeniaiiy eoiieo ? ii??aiyiiith c
aoaeoeai?noth ae?? o?aaeeoe?eieo ?ia?a?oi??a – oaiie?a oa ai?i?a.

Aeei?enoiaoth/e aenia?eiaioaeueii aecia/ai? caeaaeiino? oaeaeeino?
ieeniaiiy a?ia?ieo noi?oae a?ae ?o neeaaeo, ca ??aiyiiyi (1) iaoiaeaie
iaoaiaoe/ii? noaoenoeee aecia/eee ia?aiao?e ni?aieeniaiiy r1, O ?c
oi/i?noth 20-25%, r2 – 5-7% (oaae.3).

Ciaeaeai? cia/aiiy ia?aiao?a r1 = kp11/kp12 ? aei??yia aeey eoiieo
cia/aiiy kp11 = 1.4 e/iieue(n aeicaieeee ?ic?aooaaoe eiinoaioe
oaeaeeino? ?aaeoe?? eoi?eia?iene?aaeeeaea c iieaeoeaie {kp12(CO)}
(oaae.5). Aeey iie?aee?eaaicie?a eiinoaioe kp12 aoee oaeiae aecia/ai?
?ioei iacaeaaeiei e?iaoe/iei iaoiaeii – iaoiaeii «iaeeo aeiaaaie»
{kp12(IAe)} (oaae.4 ). Oeei aea iaoiaeii aoei aecia/aii eiinoaioe
oaeaeeino? ?aaeoe?? eoi?eia?iene?aaeeeaea c iieaeoeaie iiiicai?uaieo
iio?aeieo aoeeaai-cieo (?en.4).

?en. 4. E?iaoe/i? e?ea? aeo?aoe iiiicai?uaiieo aoeeaaicie?a [R2H] i?e ?o
ni?aieeniaii? c eoiieii: [R2H] – 4-a?iiaoeeaaicie (1),
4-oaiieneaoeeaaicie (2), 4-iaoieneaoeeaaicie (3), 4-aoea-oeeaoeeaaicie
(4); [A?AI] (iieue/e) = 0.04 (2,3), 0.06 (1,4), 348 E.

Oaaeeoey 3

E?iaoe/i? ia?aiao?e noi?niiai ieeniaiiy eoiieo (R1H) c
iie?aee?e-aaicieaie (R2H), 348 E

R2H r1 r2 O

Et 0.59 0.96 0.80

1,3-Et2B 0.29 1.89 0.99

1,4-Et2B 0.33 2.57 0.71

1,3,5-Et3B 0.18 3.22 0.98

1,2,4,5-Et4B 0.10 4.55 1.60

1,2,3,5-Et4B 0.17 3.22 1.50

Et5B 0.19 2.35 1.50

Et6B 1.38 0.82 0.73

1,4-iPr2B 0.25 3.1 0.86

1,3-iPr2B 0.23 2.5 0.97

1,3,5-iPr3B 0.11 3.3 1.00

1,2,4-iPr3B 0.31 1.6 0.69

1,2,4,5-iPr4B 2.1 1.4 1.27

Tetr 0.14 3.6 7.9

OHA 0. 016 36.1 0.85

DHTF 0. 0084 92.9 0.94

Aeai? oaae.4 iieacothoue, ui aeey iiii-, ae?-, o?e- ? oao?aaoeeaaicie?a
ia?oe?aeuei? cia/aiiy kp12 ci?ith?oueny iacia/ii; o oie aea /an ?o
ciaioaiiy aeey iaioa- ? iniaeeai aeey aaenaaoeeaaicieo aeoaea ?noioia.
Oey caeaaei?noue a?ai?iia a?ae a?aeiii? aeey iie?iaoeeaaicie?a, aea
ca?eueoaiiy nooiaith cai?uaiiy i?ecaiaeeoue aei i’yoe?aciaiai
ca?eueoaiiy ia?oe?aeueii? eiinoaioe oaeaeeino? ?aaeoe?? c
eoi?eia?iene?aaeeeaeii.

A?aeiii, ui iaea?eueoa aia?aaoe/ii aea?aeiith eiio?ao?aoe??th
?aaeeeaea, yeee ooai?th?oueny c aee?eaaicieo /a?ac a?ae?ea (-aoiia
aiaeith, ? eiieaia?ia, oiaoi oaea, o ye?e o?e ca’ycee aoaeaoeaaiai aoiia
eaaeaoue o ieiuei? a?iiaoe/iiai e?eueoey. O iieaeoe? aaenaaoeeaaicieo
?niothoue noa?e/i? ia?aoeiaee ooai?aiith eiieaia?iiai (-N-oeaio?iaaiiiai
?aaeeeaea, ui i?ecaiaeeoue aei i?aeaeuaiiy ?ia?a?? ca’yceo, ui ?aaoueny,
a ii??aiyii? c iieaeoeaie iie?aoeeaaicie?a, aea oaeeo ia?aoeiae iaia?.
Oea o naith /a?ao i?ecaiaeeoue aei ciaioaiiy ?aaeoeaiino? na?aaeeiieo
aoeeueieo a?oi.

Oaaeeoey 4

Eiinoaioe oaeaeeino? (kp12, e/iieue(n) ?aaeoe?? eoi?eia?iene?aaeeeaea c
iieaeoeaie iie?aee?eaaicie?a, iiiicai?uaiieo iio?aeieo aoeeaaicieo
(R2H), 348 E

R2H kp12(CO) kp12(IAe) (kp12) 1 (kp12)2

Et 2.4 – 2.4 2.4

1,3-Et2B 4.9 – 4.9 2.4

1,4-Et2B 4.3 – 4.3 2.2

1,3,5-Et3B 7.9 8.5 8.4 2.8

1,2,4,5-Et4B 14.0 12.0 12.5 3.1

1,2,3,5-Et4B 8.3 7.3 7.6 1.9

Et5B 7.4 6.2 6.5 1.3

Et6B 1.0 1.1 1.1 0.2

1,4-iPr2B – 5.6 5.6 2.8

1,3-iPr2B – 6.0 6.0 3.0

1,3,5-iPr3B – 9.7 9.7 3.2

1,2,4-iPr3B – 4.5 4.5 1.5

1,2,4,5-iPr4B 0.5 0.7 0.6 0.15

Tetr 10.6 14.6 13.6 6.8

IHA 92 73.5 79 19.8

DHTPh – 117 117 19.5

4-PhIEtB – 5.0 5.0 5.0

4-NI3IEtB – 6.1 6.1 6.1

4-ArEtB – 1.9 1.9 1.9

4-NI3N(I)EtB – 1.3 1.3 1.3

I?ei?oee:

1 – na?aaeiueicaaaeai? cia/aiiy;

2 – ia iaeio aee?eueio a?oio aai o?aaiaio -NI2- NI2-.

Iane?eueee a?ae??ciy?oueny ?aaeoeai?noue oaeeo a?oi, iiaeia aa/eoe c?
ni?aa?aeiioaiiy ia?oe?aeueieo eiinoaio oaeaeeino? ?aaeoe??
eoi?eia?iene?aaeeeaea c iieaeoeaie aoeeaaicieo ? aaenaaoeeaaicieo.
Ni?aa?aeiioaiiy i?ae ieie aei??aith? 13. Oaeei /eiii, aieea noa?e/iiai
oaeoi?a i?iyaey?oueny aeinoaoiuei neeueii.

Ua a?eueoei ? oeae aoaeo o aeiaaeeo iie??cii?ii?eaaicie?a. A ?aaeoe??
c eoi?eia?iene?aaeeeaeii ?aaeoeai?noue ?cii?ii?eueieo a?oi, ui ia
ciaoiaeyoueny a i?oi-iieiaeaii? iaeei aei iaeiiai, i?aeoe/ii iaeiaeiaa
(ia?oe?aeuei? cia/aiiy kp12 aeecuee?). I?e iayaiino? ii?o/ noiy/eo
?cii?ii?eueieo a?oi ?aaeoeai?noue iieaeoee iaaea?, ia?oe?aeueia
eiinoaioa oaeaeeino? ?aaeoe?? ciaioo?oueny. Oae, o iieaeoe?
1,2,4,5-oao?a?cii?ii?eaaicieo ?aaeoeai?noue ?cii?ii?eueieo a?oi ii
a?aeiioaiith aei eoi?eia?iene?aaeeea-ea a 20 ?ac?a iaioa i?ae o iieaeoe?
1,3-aee?cii?ii?eaaicieo. I?e aaaaeaii? a aaicieueia e?eueoea ia’?iieo
?cii?ii?eueieo cai?niee?a cia/i? noa?e/i? ia?aoeiaee i?io?eaiith
?aaeoe?? aeieeathoue aaea aeey iieaeoee, ui ia? cai?niee o?eueee c
iaeiiai a?ae ?aaeoe?eiiai oeaio?o aieo.

Aeey aiae?co aieeao aeaeo?iiieo aeanoeainoae cai?niee?a a aaicieueiiio
e?eueoe? ia ?aaeo?ai?noue (-N-I-ca’yce?a iiiicai?uaieo aoee-aaicie?a a
?aaeoe?? c eoi?eia?iene?aaeeeaeii iaie aeei?enoaii i?aeo?ae Aaiiaoa.
Cia/aiiy eiaa?eoi?a eiinoaio oaeaeeino? ?aaeoe?? eoi?eia?iene-?aaeeeaea
c iieaeoeaie iiiicai?uaieo aoeeaaicie?a ei?aeththoue ?c eiinoaioaie
cai?niee?a ( ? (+ ca ??aiyiiyi:

lg(k?12)c= lg(k?12)i + ((((+) (2)

aea (k?12)i, (k?12)c – eiinoaioe oaeaeeino? ?aaeoe?? aeey aoeeaaicieo ?
cai?uaiiai aoeeaaicieo, a?aeiia?aeii.

I?e aeei?enoaii? (-eiinoaio cai?niee?a cia/aiiy ia?aiao?a ( o ??aiyii?
(2) noaiiaeoue 0.70 ( 0.18, eiao?oe??io ei?aeyoe?? i?e oeueiio
iaaenieee (R = 0.87), o oie aea /an ?c (+-eiinoaioaie cai?niee?a
io?eiaia caaeia?eueia ei?aeyoe?y, ( = – 0.44 ( 0.05 i?e R = 0.96. E?aua
ei?aeyoe?y c (+ -eiinoaioaie iiaea na?ae/eoue i?i ?noioiee aianie o
noaa?e?caoe?th ia?ao?aeiiai noaio ?aaeoe?? no?oeoo?e R((+I((-OOR,
aaaeeeao ?ieue iiey?iiai ni?yaeaiiy cai?nieea c ?aaeoe?eiei oeaio?ii.

5. ?AAEOe?? ??AeEIIIOACIIAI IEENIAIIss ? NI?AIEENIAIIss AEE?EA?OAI?E?A,
AEE?EIAOOAE?I?A, AEE?EAAOA?AI?A

Ia i?eeeaae? ??aeeiiioaciiai ieeniaiiy 1-aoeea?oai?eo,
1-aaiceea?oai?eo, ?ciia?ieo aoeeiaooae?i?a, 1-aaiceeiaooae?io,
aoeaiaooa-io, 4-aoeei??eaeei-N-ieneaeo, 4-?cii?ii?ei??eaeei-N-ieneaeo
iieacaii, ui i?e ??aeeiiioaciiio ieeniaii? aee?ea?oai?e?a,
aee?eiaooae?i?a, aee?ei?-?eaeei-N-ieneae?a aeeiiothoueny ii?yaeee
?aaeoe?? ii noano?aoo – 1, ii ?i?oe?aoi?o – 0.5, i?ioean ia caeaaeeoue
a?ae oeneo eenith a ?ioa?aae? 300 – 1013 aIa ? oaeei /eiii, aeey ieo
aeeiio?oueny noaia ieeniaiiy aiaeia?/ia aei noaie ieeniaiiy
aee?eaaicie?a.

Aeey on?o aea/aieo iio?aeieo a?oai?eo, iaooae?io ia?aiao?e kp/(kt ?
aeueie, i?ae aeey a?aeiia?aeieo aee?eaaicie?a (oaae.5). Aee?ea?oai?ee,
aee?eiaooae?ie aeyaeythoue a?eueoo a ii??aiyii? c a?aeiia?aeieie
aee?eaaicieaie ?aaeoeai?noue o ?aaeoe?? c eoi?eia?iene?aaeeeaeii.

Na?aae aee?eiaooae?i?a iaiao?aeii a?aecia/eoe aenieo ?aaeoeai?noue
iieaeoee aoeaiaooaio, yea i?noeoue aeoeai? (-N-I-ca’ycee a aei?noei
o?eniaaiiio oeeee?/iiio o?aaiaio?. I?e aa??thaaii? cai?nieea a?ey
(-N-I-ca’yceo eiai ?aaeoe?eia caeaoi?noue c?inoa? a ?yaeo iaoee- N-O( 1. 111 10.7 (10-6 -0. 500 –

I?ei?oea:

1- e?oa?aoo?i? aeai?.

oa?aeoa?eco? eiai aeaeo?iiiaeoeaioi?i? aeanoeaino?, ca?yaee ia
e?ioeaaiio aoii? eenith ? aenia??iaioaeuei? e?iaoe/i? aeai? c ?aaeoe?e
i?iaeiaaeaiiy e ia?eao eaioethaa.

C oaae.12 aeaeii, ui ?aaeoeai?noue I-oeaio?iaaieo ?aaeeeae?a o noaae?yo
i?iaeiaaeaiiy e ia?eao eaioethaa aecia/a?oueny ?o ??cieie ca i?e?iaeith
aeaeo?iiieie oa?aeoa?enoeeaie. O ?aaeoe?? a?ae?eao aoiia aiaeith
?aaeoeai?noue ?aaeeeaea aecia/a?oueny aia?a??th ieaeiuei? a?eueii?
iieaeoey?ii? i?a?oae? ?aaeeeaea, ui oa?aeoa?eco? eiai
aeaeo?iiiaeoeai-oi?i? aeanoeaino?. O ?aaeoe?? ?aeiia?iaoe??
?aaeoeai?noue I-oeaio?iaaieo ?aaeeeae?a caeaaeeoue a?ae ca?yaeo ia
e?ioeaaiio aoii? eenith, ui aecia/a? eoeii?anueeo neeaaeiao aia?a??
i?ae?aaeeeaeueii? aca?iiae??.

AENIIAEE

1. Anoaiiaeaii caaaeuei? e?iaoe/i? caeiiii??iino? ieeniaiiy a?ia?-ieo
noi?oae aee?ea?ai?a o caeaaeiino? a?ae o?i?/ii? no?oeoo?e iieaeoe :
i?e?iaee ? e?eueeino? cai?niee?a o aaicieueiiio e?eueoe?
(iie?aoeeaaiciee, iie??cii?ii?eaaiciee, iie?oeeeeiaee?eaaiciee,
iiiicai?uai? aoeeaaici-ee), cai?niee?a i?e (-N-I-ca’yceo (iaoee-, aoee-,
?cii?ii?e-, aaicee-, oeeeeiaee?eiio?aei?) ? no?oeoo?e a?aia
(aee?eaaiciee, aee?ea?oai?ee, aee?e-iaooae?ie, aee?ei??eaeeie,
aee?ei??eaeei-N-ieneaee). Aecia/aii ia?aiao-?e ni?aieeniaiiy oa
eiinoaioe oaeaeeino? ?aaeoe?? ia?iene?aaeeeae?a ?c iieaeoeaie, ui
aeicaieeee anoaiiaeoe caeaaei?noue i?ae ?aaeoeaiinoth ? o?ce/ieie,
oa?iiaeeiai?/ieie oa?aeoa?enoeeaie iieaeoe.

2. Ia i?aenoaa? aea/aiiy e?iaoeee ieeniaiiy ?iaeea?aeoaeueieo
aee?ea?ai?a ?c ?aaeoe?eiei (-N-I-ca’yceii aeine?aeaeaii iaae? ae??
iaoai?cio ieeniaiiy noano?ao?a ?c eaaae?aoe/iei ia?eaii eaioetha?a.
sseui a?aiii ? (-iaaeeeoeiaa a?iiaoe/ia nenoaia o?ioaio, oi iaoai?ci
ieeniaiiy oneeaaeith?oueny ?aaeoe?yie ii e?eueoeth, ui i?ecaiaeyoue aei
iiyae /anoee e?i?eiiai ia?eao eaioethaa. I?e ieeniaii?
aeiaeaeaa?ae?io?eoai?eaio aeyaeaia ?aaeoe?y aioo??oiuei?aaeeeaeueii?
?ciia??caoe??, ui oneeaaeith? iaoai?ci i?ioeano.

3. Aeine?aeaeaiiyi ?aaeoe?? ?aeiia?iaoe?? aaiceeia?ieneeueieo
?aaeeeae?a, ui iathoue cai?nieee ye o aaiceeueiiio iieiaeaii?, oae ? a
aaicieueiiio e?eueoe?, iieacaii, ui aaaaeaiiy aeaeo?iiiaeiii?ieo
cai?nie-e?a i?ecaiaeeoue aei ciaioaiiy, a aeaeo?iiiaeoeaioi?ieo – aei
ca?eueoaiiy eiinoaio oaeaeeino? ?aaeoe??. Anoaiiaeaii e?euee?ni?
caeiiii??iino? aieeao aeaeo?iiieo aoaeo?a cai?nieea, ui ciaoiaeeoueny a
aaicieueiiio e?eueoe?, ia ?aaeoeai?noue ia?ieneeueieo ?aaeeeae?a o
?aaeoe?? ?aeiia?iaoe??. Iieacaii, ui ca?eueoaiiy nooiaiy cai?uaiiy a
e?eueoe? iie?aee?eaaicie?a c iaeiei iaoeeueiei cai?nieeii a?ey
aaiceeueiiai aoiia aoaeaoeth i?ecaiaeeoue aei ciaioaiiy eiinoaio
oaeaeeino? ?aaeoe?? ?aeiia?iaoe??, a a iie?aee?e-aaicieao ?c aeaiia
iaoeeueieie cai?nieeaie – aei ?oiueiai c?inoaiiy.

4. Ia i?aenoaa? aiae?co aenia?eiaioaeueieo cia/aiue eiinoaio oaeaeeino?
?aaeoe?e ? eaaioiaio?i?/ieo ?ic?aooie?a aia?a?e (-N-I-ca’yce?a,
iioaioe?ae?a ?ii?caoe?? iieaeoe iieacaii, ui a ?yaeo iie?iaoeeaaicie?a
ci?ia ?aaeoeaiino? iieaeoe o ?aaeoe?? c ia?iene?aaeeeaeaie aecia/a?oueny
ye oa?iiaeeiai?/iei, oae ? iiey?iei oaeoi?aie.

5. Iieacaii, ui o ?aaeoe?? c ia?iene?aaeeeaeaie a iie?aee?eaaicieao i?e
iayaiino? iaeiiai iaoeeueiiai cai?nieea i?e (-N-I-ca’yceo (a
iie?aoeeaaicieao) noa?e/i? aoaeoe aeyaeythoueny a iieaeoeao, ?aaeoe?eiee
oeaio? yeeo ia? aeaa i?oi-cai?nieea, a i?e iayaiino? aeaio iaoeeueieo
a?oi (a iie??ci?ii?eaaicieao) – iaeei i?oi-cai?niee. Noa?e/i? aoaeoe
aeyaeythoueny a i?aeaeuaii? aia?a?? N-I-ca’yceo, ui ?ic?eaa?oueny, e o
i?inoi?iaiio ae?aioaaii? ?aaeoe?eiiai oeaio?o.

6. Anoaiiaeaia aiiiaeueii aeniea ?aaeoeai?noue (-N-I-ca’yce?a iieaeoe
iie?oeeeeiaee?eaaicie?a (ieoaa?ae?iaio?aoeaio,
aeiaeaeaa?ae?io?e-oai?eaio) ? aoeaiaooaio a ii??aiyii? c a?aeiia?aeieie
aoeea?aiaie. I?e aeecueeeo aia?a?yo ca’yceo, ui ?aaoueny, ? iioaioe?aeao
?ii?caoe?? iieaeoe a?aenooi?noue o oeeeeiaee?ea?aiao aioo??oiueiai
iaa?oaiiy aee?eueieo a?oi i?ecaiaeeoue aei ?noioiiai cieaeaiiy aio?ii??
?aaeoaio?a, ui iaoiiaeth? ?o a?eueoo ?aaeoeai?noue aiane?aeie
ca?eueoaiiy aio?ii?? aeoeaaoe?? ?aaeoe??.

7. Iieacaii, ui aaaaeaiiy a aaicieueia e?eueoea aee?eaaiciea cai?noue
aoiia aoaeaoeth aoiia acioa ciaioo?, a N-ieneaeii? a?oie – ca?eueoo?
?a-aeoeai?noue iieaeoee. ?aaeoeai?noue iieaeoe aee?ei??eaeei?a o
?aaeoe?yo ?c ia?iene?aaeeeaeaie, oae naii, ye ? a ?aaeoe?yo ?c
aeaeoio?eueieie /anoei-eaie, ciaioo?oueny a ?yaeo 3- > 2- > 4-?ciia?.
A?eueo aeniea ?aaeoeai?noue iieaeoe aee?ei??eaeei-N-ieneae?a ? i?iyaii
(- aeaeo?iiiaeiii?ieo aean-oeainoae N-ieneaeii? a?oie, ui i?ecaiaeeoue
aei i?aeaeuaiiy noaa?eueiino? ooai?thaaiiai ?aaeeeaea, cieaeaiiy
iioaioe?ae?a ?ii?caoe?? iieaeoe o ii??aiyii? c a?aeiia?aeieie
aee?eaaicieaie.

8. C?noaaeaiiyi aeaieo i?yieo eaaioiaio?i?/ieo ?ic?aooie?a no?oeoo?
ia?ao?aeieo noai?a (IN) ?aaeoe?e ? aenia?eiaioaeueieo aeaieo ii
caeaaeiino? no?oeoo?a – ?aaeoe?eia caeaoi?noue anoaiiaeaii, ui IN
?aaeoe?e ia?ieneeueieo ?aaeeeae?a ?c iieaeoeaie aee?ea?ai?a ?
no?oeoo?aie c ia?aiinii ca?yaeo, i?e/iio ia?aiin iaaaoeaiiai ca?yaeo c
iieaeoee ia ?aaeeeae ? a?eueoei aeey iieaeoe ?c iaioei iioaioe?aeii
?ii?caoe?? ? aeey ?aaeeeae?a ?c a?eueoith nii??aeiai?noth aei aeaeo?iia.

9. Ia i?eeeaae? ?aaeoe?e ia?ieneeueieo ?aaeeeae?a ?c iieaeoeaie
aoea-iaooaio ? aaenaiaoeeaaicieo aea/aii e?iaoe/iee ?cioiiiee aoaeo
(E?A) aiaeith a ?aaeoe?yo oeeee?/ieo ? aoeeee?/ieo aee?ea?ai?a. Aeey
oeeeeiaee?e-a?aia (aoeaiaooaia) o ?aaeoe?? c ia?ieneeueieie ?aaeeeaeaie
cia/aiiy E?A aiaeith aiiiaeueii aenie?, a?eueo? iaeneiaeueiiai cia/aiiy,
?ic?aoiaa-iiai a i?eiouaii? iiaii? ao?aoe ??cieoe? aia?a?e ioeueiaeo
eieeaaiue o ia?ao?aeiiio noai? ?aaeoe??. Aeey aoeeee?/iiai aee?ea?aio
(aaenaiaoeeaai-cieo) cia/aiiy E?A aiaeith ciaoiaeeoueny a iaaeao
ia?aaeaa/aieo eeane/iith oai???th.

10. Ia i?aenoaa? aea/aiiy e?iaoeee ?aaeoe??
2,2′,6,6′-oao?aiaoeei?i?-?eaeei- N-ieneeueiiai ?aaeeeaea c iieaeoeaie
aee?ea?ai?a anoaiiaeaii, ui naeaeoeai?noue N-ieneeueieo ?aaeeeae?a ?
?noioii aeuith a?ae naeaeoea-iino? ?ioeo I-oeaio?iaaieo ?aaeeeae?a –
ia?ieneeueieo ? aeeieneeueieo. Iieacaii, ui ?aaeoeai?noue I-oeaio?iaaieo
?aaeeeae?a o noaae?yo i?iaeia-aeaiiy e ia?eao eaioethaa aecia/a?oueny ?o
??cieie ca i?e?iaeith aeaeo?ii-ieie oa?aeoa?enoeeaie. O ?aaeoe??
a?ae?eao aoiia aiaeith ?aaeoeai?noue I-oeaio?iaaiiai ?aaeeeaea
aecia/a?oueny aia?a??th ieaeiuei? a?eueii? iieaeo-ey?ii? i?a?oae?
?aaeeeaea, ui oa?aeoa?eco? eiai aeaeo?iiiaeoeaioi?i? aeanoeaino?. O
?aaeoe?? ?aeiia?iaoe?? ?aaeoeai?noue I-oeaio?iaaieo ?aaee-eae?a
caeaaeeoue a?ae ca?yaeo ia e?ioeaaiio aoii? eenith, ui aecia/a?
eoeii?anueeo neeaaeiao aia?a?? i?ae?aaeeeaeueii? aca?iiae??.

11. ?ic?iaeaii i?eioeeie aeiai?o noano?ao?a aeey iaea?aeaiiy
a?ae?i-ia?ieneae?a aee?ea?ai?a oeyoii ?o ieeniaiiy eeniai iia?o?y.
Anoaiiaeaii caaaeuei? e?iaoe/i? caeiiii??iino?, ui aeicaieythoue
?aaoethaaoe oaeaee?noue ? naeaeoeai?noue ieeniaiiy eiiiiiaioa a noi?o?.
Iieacaii, ui aeei?enoaiiyi iaoiaeo ni?aieeniaiiy iiaeia ye i?aeaeueoe
ieoiio oaeaee?noue ieeniaiiy i?aai?/ieo niieoe, ui ieeneythoueny neaaei,
oae ? ca?eueoeoe no?ee?noue noi?oae i?aai?/ieo niieoe aei ieeniaiiy.

INIIAI? IOAE?EAOe?? CA OAIITH AeENA?OAOe?EII? ?IAIOE

1. Niieeneaiea eoiiea e neiaeiuo yoe?ia / E.A.Iiaeaea, A.A.Oeiioei, I.A.
Iinu?aaa, A.A. Eaeia?iaa, A.A. Iaoaeaiei // Iaooaoeiey. – 1981. -O. 21,
? 1. – N. 110-113.

2. ?ieue n?aaeu a ?aaeoeeyo ieeneaiey 2-aaioeeoeeeeiaaenaiiia, eoiiea e
eo nianae / E.A. Iiaeaea, E.A. Ia/eoaeei, A.A. Iaoaeaiei, I.A. Neiiiia
// Oe?. oei. aeo?i. – 1982. – O. 48, ? 6. – N. 592-596.

3. Cooxidation of alkylaromatic compounds and their reactivities / J.A.
Opeida, R.V. Kucher, V.I. Timochin, A.N. Shendrik, A.G. Matvienko, V.G.
Kaloerova // Oxid. Communs. – 1983. – Vol. 5., ?. 1-2. – P. 61-73.

4. Niaianoiia ieeneaiea eciia?iuo aeeeeie?eaeeiia / A.A.Iaoaeaiei, I.I.
Caeaaneay, E.A. Aoeiiaa, I.I. Iaca?ia, E.A. Iiaeaea . // Eeiaoeea e
eaoaeec. – 1984. – O. 25, ? 6. – N. 1468-1471.

5. Niaianoiia ieeneaiea eciia?iuo aaicee- e ecii?iieeie?eaeeiia / E.A.
Iiaeaea, A.A. Iaoaeaiei, E.A. Aoeiiaa, I.I. Caeaaneay // Oe?. oei.
aeo?i. – 1986. – O. 52, ? 1. – N. 86-89.

6. Iiaeaea E.A., Eaeia?iaa A.A., Iaoaeaiei A.A. Niaianoiia ieeneaiea
eoiiea n aeo?ieii e i-eneeieii a ?acee/iuo ?anoai?eoaeyo // Oe?. oei.
aeo?i. – 1986. – O. 52, ? 4. – N. 414-418.

7. Eiinoaiou nei?inoe ?aaeoeee i?iaeieaeaiey e ia?uaa oeaie i?e
ieeneaiee iieeyoeeaaicieia / E.A. Aoeiiaa, A.A. Iaoaeaiei, E.I. Ea/o?ei,
E.A. Iiaeaea // Eeiaoeea e eaoaeec. – 1987. – O.28, ?2. – N. 476-479.

8. Eeiaoe/aneee ecioiiiue yooaeo aiaei?iaea a ?aaeoeee
eoieeia?iene?aaeeeaea n iieaeoeie aaenaiaoeeaaiciea / E.A. Iiaeaea, A.A.
Iaoaeaiei, N.A. Aa?aneiiaa, I.A. Neiiiia // Eeiaoeea e eaoaeec. – 1987.
– O. 28, ? 5. – N. 1227-1229.

9. Iiaeaea E.A., Iaoaeaiei A.A., Aoeiiaa E.A. I ?aaeoeeiiiie niiniaiinoe
iieeyoeeaaicieia a ?aaeoeeyo n ia?iene?aaeeeaeaie // Eeiaoeea e eaoaeec.
– 1987. O. 28, ? 6. – N 1341-1346.

10. I eiinoaioao nei?inoe ?aaeoeee ?inoa e ia?uaa oeaie i?e ieeneaiee
caiauaiiuo yoeeaaicieia e eciia?iuo yoeeie?eaeeiia / E.A. Iiaeaea, A.A.
Iaoaeaiei, E.A. Aoeiiaa, E.I. Ea/o?ei // AEo?i. i?a. oeiee. -1988. – O.
24, ? 3. – N 572-576.

11. Oeie/aneea naeaeae i?ioiiia e ?aaeoeeiiiay niiniaiinoue i?aaie/aneeo
niaaeeiaiee a ?aaeoeeyo n ia?iene?aaeeaeaie / ?.A. Eo/a?, A.E. Oeiioei,
I.A. E?aa/oe , A.I. Ni?ieianeee, Ae.N. Eooeee, A.A. Iaoae-aiei // Aeiee.
AI CNN?. – 1987. – O. 295, ? 2. – N. 413-415.

12. Eieoeee?iaaiiia ieeneaiea aoeaiaooaia / E.A. Iiaeaea., I.I.
Caeaa-neay., N.A Aa?aneiiaa, A.A. Iaoaeaiei // Oe?. oei.aeo?i. -1989. –
O. 55, ? 2. – N. 194-197.

13. Aoeiiaa E.A., Iaoaeaiei A.A., Iiaeaea E.A. ?aaeoeeiiiay niiniaiinoue
caiauaiiuo a eieueoea yoeeaaicieia a ?aaeoeee n eoieeia?iene?aaeeeaeii
// AEo?i. i?a. oeiee. -1989. – O.25, ?4. -N 801-804.

14. ?aaeoeeiiiay niiniaiinoue aeeeeiaooaeeiia a ?aaeoeeyo aeeaeeioaciiai
ieeneaiey / N.A. Aa?aneiiaa, A.A. Iaoaeaiei, E.A. Iiaeaea, TH.I.
Nie?iia // Iaooaoeiey. – 1989. – O.29, ?2. – N 251-256.

15. Iaoaeaiei A.A., Aa?aneiiaa N.A. AEeaeeioaciia ieeneaiea
aeeeeiaooaeeiia // Iaooaia?a?aaioea e iaooaoeiey. – 1989. -?37.- N
22-28.

16. ?aaeoeeiiiay niiniaiinoue oei?niaea?aeaueo ia?iene?aaeeeaeia a
?aaeoeee n a?iiaoe/aneeie niaaeeiaieyie / ?.A. Eo/a?, ?.I. Oethio, A.I.
Oeiioei, I.E. Iaeiaii, A.A. Iaoaeaiei // Aeiee. AI CNN?. – 1990. – O.
310, ? 1. – N. 137-140.

17. Iniaaiiinoe aeeaeeioaciiai ieeneaiey iiii- e iieecaiauaiiuo
aeeeeaaicieia / A.A. Iaoaeaiei, E.A. Aoeiiaa, N.A. Aa?aneiiaa, E.I.
Ea/o?ei // No?oeoo?a i?aaie/aneeo niaaeeiaiee e iaoaieciu ?aaeoeee. –
Eeaa, «Iaoeiaa aeoiea», 1990.- N. 94-110.

18. I ?aaeoeee ia?uaa oeaiae i?e aeeaeeioaciii ieeneaiee
iieeecii?iieeaaicieia / N.A. Aa?aneiiaa, E.I. Ea/o?ei, A.A. Iaoaeaiei,
E.A. Iiaeaea // Iaooaoeiey. – 1990. – O. 30, ? 4. – N. 476-481.

19. ?aaeoeeiiiay niiniaiinoue iieaeoe e ia?iene?aaeeeaeia
iieeecii?iieeaaicieia / E.A. Iiaeaea, A.A. Iaoaeaiei, N.A. Aa?aneiiaa,
E.I. Ea/o?ei // Eeiaoeea e eaoaeec. – 1990. – O.31, ?2. -N. 344-349.

20. No?oeoo?a e ?aaeoeeiiiay niiniaiinoue iaeioi?uo yoeea?aiia a
?aaeoeee n ia?iene?aaeeeaeaie / E.A. Iiaeaea, E.A.Aoeiiaa, A.A.
Iaoaeaiei, A.O. Aeieo?oe, I.I. Ca?a/iay // Eeiaoeea e eaoaeec. – 1990. –
O. 31, ? 6. – N 1342-1348.

21. Ia/aeueiay noaaeey ieceioaiia?aoo?iiai eieoeee?iaaiiiai ieeneaiey
aeeeeoeioaiia / E.A. Iiaeaea, I.I. Caeaaneay, A.A. Iaoaeaiei, O.I.
Iaooa?aaa // Iaooaoeiey. – 1992. – O. 32, ? 2. – N. 148-158.

22. Iiaeaea E.A., Iaoaeaiei A.A., Ino?ianeay I.C. Ioiineoaeueiay
aeoeaiinoue (-N-I-nayce aeeeeaaicieia a ?aaeoeee n ?aaeeeaeii 2,2(,6,6(-
oao?aiaoeeieia?eaeei-N-ieneaea // AEo?i. i?a. oeiee. – 1994. – O. 30, ?
4. -N. 638.

23. Iiaeaea E.A., Iaoaeaiei A.A., Ino?ianeay I.C. ?aaeoeeiiiay
niiniaiinoue (-N-I-naycae iieeiaoeeaaicieia a ?aaeoeee n 2,2(,6,6(-
oao?aiaoeeieia?eaeei-N-ieneaeii // Eeiaoeea e eaoaeec. – 1995. – O. 36,
? 3. -N. 480.

24. ?aaeoeeiiiay niiniaiinoue aeeeeaeoaieeia i?e acaeiiaeaenoaee n
ia?iene?aaeeeaeaie / E.A. Aoeiiaa., A.A. Iaoaeaiei, A.I. ?iiaioeaae/,
A.I. Ca?aeneee, E.A. Iiaeaea // AEo?i. i?a. oeiee. – 1996. – O. 32, ?4.
-N. 516-521.

25. ?aaeoeeiiiay niiniaiinoue aoeaiaooaia e aai aeaeoa?iaiaeiaa a
?aaeoeee n eoieeia?iene?aaeeeaeii / N.A. Aa?aneiiaa, A.A. Iaoaeaiei,
E.A. Iiaeaea, A.A. Iao?aiei // AEo?i. i?a. oeiee. – 1998. – O. 34, ? 1.
– N. 148.

26. ?aaeoeeiiiay niiniaiinoue i?iecaiaeiuo oao?aeeia a ?aaeoeeyo
aeeaeeioaciiai ieeneaiey / N.A. Aa?aneiiaa, A.A. Iaoaeaiei, E.A.
Iiaeaea, E.I. Ea/o?ei // AEo?i. i?a. oeiee. – 1998. – O. 34, ? 5. -N
781.

27. Iaoaeaiei A.A. ?aaeoeeiiiay niiniaiinoue iieaeoe e ia?iene?aaeeeaeia
yoeea?aiia a ?aaeoeeyo aeeaeeioaciiai ieeneaiey // A na.«No?oeoo?a
i?aaie/aneeo niaaeeiaiee e iaoaieciu ?aaeoeee.» -Aeiiaoee, ?iOIO ei.
E.I. Eeoaeiaiea IAI Oe?aeiu, 1998. – C. 84-88.

28. Iaoaeaiei A.A. Naeaeoeaiinoue I-oeaio?e?iaaiiuo ?aaeeeaeia a
?aaeoeee io?uaa aoiia aiaei?iaea io iieaeoe aeeeea?aiia // A na.
«No?oeoo?a i?aaie/aneeo niaaeeiaiee e iaoaieciu ?aaeoeee.» -Aeiiaoee,
?iOIO ei. E.I. Eeoaeiaiea IAI Oe?aeiu, 1998. – C. 89-90.

29. Iaoaeaiei A.A. Eeiaoe/aneee ecioiiiue yooaeo aiaei?iaea a ?aaeoeeyo
ia?iene?aaeeeaeia n iieaeoeie aoeaiaooaia // Eeiaoeea e eaoaeec. – 1998.
– O. 39, ? 5. – N. 739-742.

30. Iaoaeaiei A.A. ?aaeoeeiiiay niiniaiinoue iieaeoe oeeeeiaeeeeaaicieia
?yaea oao?aeeia a ?aaeoeee n eoieeia?iene?aaeeeaeii // Eeiaoeea e
eaoaeec. – 1998. – O. 39, ? 6. -N. 926-929.

31. Iaoaeaiei A.A. Oaeoi?u ii?aaeaeythuea ?aaeoeeiiioth niiniaiinoue
iieaeoe aeeeeaaicieia a ?aaeoeee n eoieeia?iene?aaeeeaeii // A na.
«No?oeoo?a i?aaie/aneeo niaaeeiaiee e iaoaieciu ?aaeoeee.» -O.2.
-Aeiiaoee, ?iOIO ei. E.I. Eeoaeiaiea IAI Oe?aeiu, 1999. – C. 143-146.

32. Iaoaeaiei A.A. Naienoaa ia?aoiaeiuo ninoiyiee ?aaeoeee ia?ieneeueiuo
?aaeeeaeia n iieaeoeaie aeeeeaaicieia // A na. «No?oeoo?a i?aaie/aneeo
niaaeeiaiee e iaoaieciu ?aaeoeee.» -O.2. -Aeiiaoee, ?iOIO ei. E.I.
Eeoaeiaiea IAI Oe?aeiu, 1999. – C. 147-149.

Aiioaoe?y. Iaoa??iei A.A. ??aeeiiioacia ni?aieeniaiiy aee?ea?ai?a,
?aaeoe?eia caeaoi?noue ?o iieaeoe ? ia?iene?aaeeeae?a. –

?oeiien. Aeena?oaoe?y ia caeiaoooy iaoeiaiai nooiaiy aeieoi?a o?i?/ieo
iaoe ca oaoii 02.00.04 – o?ce/ia o?i?y. ?inoeooo o?ceei- i?aai?/ii?
o?i?? ? aoaeao?i?? ?i. E.I. Eeoaeiaiea IAI Oe?a?ie, Aeiiaoeuee, 1999.

Anoaiiaeaii caaaeuei? e?iaoe/i? caeiiii??iino? ieeniaiiy a?ia?ieo
noi?oae aee?ea?ai?a o caeaaeiino? a?ae o?i?/ii? no?oeoo?e iieaeoe :
i?e?iaee, e?eueeino? cai?niee?a o aaicieueiiio e?eueoe?, i?e aeoeaiiio
(-N-I-ca’yceo; no?oeoo?e a?aia. Aecia/aii ia?aiao?e ni?aieeniaiiy,
?ic?aoiaai? eiinoaioe oaeaeeino? ?aaeoe?? ia?iene?aaeeeae?a ?c
iieaeoeaie, ui aeicaieeee noi?ioaaoe ?yaee ?aaeoe?eii? caeaoiino?
iieaeoe ii a?aeiioaiith aei iaeiiai ia?iene?aaeeeaeo ? ia?iene?aaeeeae?a
ii a?aeiioaiith aeiiaei??? iieaeoee. Eaaioiaio?i?/ieie ?ic?aooieaie
iieacaii, ui ia?ao?aei? noaie aea/aieo ?aaeoe?e ia?ieneeueieo ?aaeeeae?a
?c iieaeoeaie aee?eaaicie?a ? no?oeoo?aie c ia?aiinii ca?yaeo, i?e/iio
ia?aiin iaaaoeaiiai ca?yaeo c iieaeoee ia ?aaeeeae ? a?eueoei aeey
iieaeoe ?c iaioei iioaioe?aeii ?ii?caoe?? ? aeey ?aaeeeae?a ?c a?eueoith
nii??aeiai?noth aei aeaeo?iia Anoaiiaeaii caeiiii??iino? ci?ie
?aaeoe?eiith caeaoiino? iieaeoe aee?ea?ai?a ? I-oeaio?iaaieo ?aaeeeae?a
o ?aaeoe?? iai?io aoiiii aiaeith, I-oeaio?iaaieo ?aaeeeae?a o ?aaeoe??
?aeiia?iaoe??.

Eeth/ia? neiaa: ??aeeiiioacia ieeniaiiy, ni?aieeniaiiy, aee?ea?aie,
ia?ieneeuei? ?aaeeeaee, iieaeoee, ?aaeoeai?noue.

Aiiioaoeey. Iaoaeaiei A.A. AEeaeeioaciia niieeneaiea aeeeea?aiia,
?aaeoeeiiiay niiniaiinoue eo iieaeoe e ia?iene?aaeeeaeia. –

?oeiienue. Aeenna?oaoeey ia nieneaiea o/aiie noaiaie aeieoi?a oeie/aneeo
iaoe ii niaoeeaeueiinoe 02. 00. 04 – oece/aneay oeiey. Einoeooo oeceei –
i?aaie/aneie oeiee e oaeaoeiee ei. E.I.Eeoaeiaiei IAI Oe?aeiu, Aeiiaoee,
1999.

Eco/aia eeiaoeea ieeneaiey eiaeeaeaeoaeueiuo iieeyoee-, iieeecii?iiee-,
iieeoeeeeiaeeeeaaicieia, iiiicaiauaiiuo i?iecaiaeiuo yoeeaaiciea;
aeeeei?iecaiaeiuo aeoaieea, iaooaeeia, ie?eaeeia, ie?eaeei-N-ieneaea,
oeioaia. Ii?aaeaeaiu eeiaoe/aneea ia?aiao?u ieeneaiey, eiinoaiou
nei?inoe ?aaeoeee i?iaeieaeaiey e ia?uaa oeaie. Iieacaii, /oi a
iieeyoeeaaicieao oaaee/aiea noaiaie caiauaiey a eieueoea i?eaiaeeo e
oiaiueoaieth eiinoaio nei?inoe ?aaeoeee ?aeiiaeiaoeee ia?iene?aaeeeaeia,
a a iieeecii?iieeaaicieao – e eo aic?anoaieth. Onoaiiaeaiii, /oi
eciaiaiea yeaeo?iiiuo naienoa caianoeoaey ii ?aciiio aeeyao ia ?aaeoeee
i?iaeieaeaiey e ia?uaa oeaie. Anee aaaaeaiea yeaeo?iiiaeiii?iuo
caianoeoaeae i?eaiaeeo e oaaee/aieth eiinoaio nei?inoe ?aaeoeee
i?iaeieaeaiey oeaie ( cia/aiea eiyooeoeeaioa ( a o?aaiaiee Aaiiaoa
io?eoeaoaeueiia), oi a neo/aa ?aaeoeee ia?uaa oeaie caaeneiinoue
i?ioeaiiieiaeiay (( iieiaeeoaeueii). I?e enneaaeiaaiee i?ioeanna
ieeneaiey aeiaeaeaaeae?io?eoaieeaia iaia?oaeaia ?aaeoeey
aioo?e?aaeeeaeueiie eciia?ecaoeee aai ia?ieneeueiiai ?aaeeeaea. Iieacaii
, /oi anee a?aiii yaeyaony (-ecauoi/iay a?iiaoe/aneay nenoaia oeioaia
iaoaieci ieeneaiey oneiaeiyaony ?aaeoeeyie ii eieueoeo, i?eaiaeyueie e
iiyaeaieth aeiee eeiaeiiai ia?uaa a noaaeee ia?uaa oeaie.

Onoaiiaeaiu iauea eeiaoe/aneea caeiiiia?iinoe ieeneaiey aeia?iuo nianae
aeeeea?aiia a caaeneiinoe io oeie/aneie no?oeoo?u iieaeoe, ii?aaeaeaiu
ia?aiao?u niieeneaiey, ?ann/eoaiu eiinoaiou nei?inoe ?aaeoeee
ia?iene?aaeeeaeia n iieaeoeaie. Iieacaii, /oi n iiiiuueth iaoiaea
niieeneaiey iiaeii eae iiauneoue oaeaeueioth nei?inoue ieeneaiey neaai
ieeneythueony i?aaie/aneeo niaaeeiaiee, oae e oaaee/eoue noieeinoue
nianae i?aaie/aneeo niaaeeiaiee e ieeneaieth. Iaeaeaii, /oi a ?aaeoeeyo
n ia?iene?aaeeeaeaie noa?e/aneea yooaeou a iieeyoeeaaicieao i?iyaeythony
a iieaeoeao, ?aaeoeeiiiue oeaio? eioi?uo eiaao aeaa i?oi-caianoeoaey, a
a iieeecii?iieeaaicieao – iaeei i?oi-caianoeoaeue. Noa?e/aneea yooaeou
i?iyaeythony a iiauoaiee yia?aee ?ac?uaaaiie N-I-nayce e a
i?ino?ainoaaiiii ye?aie?iaaiee ?aaeoeeiiiiai oeaio?a. Onoaiiaeaia
aiiiaeueii aunieay ?aaeoeeiiiay niiniaiinoue (-N-I-naycae iieaeoe
oeeeeiaeeeeaaicieia ( ieoaaeae?iaio?aoeaia, aeiaeaeaaeae?io?eoaieeaia) e
aoeaiaooaia a niiinoaaeaiee n niioaaonoaothueie yoeea?aiaie. Iieacaii,
/oi i?e aeeceeo yia?aeyo ?aouaeny nayce e iioaioeeaeao eiiecaoeee
iieaeoe ionoonoaea a oeeeeiaeeeea?aiao aioo?aiiaai a?auaiey aeeeeueiuo
a?oii i?eaiaeeo e nouanoaaiiiio iiieaeaieth yio?iiee ?aaeoaioia, /oi
iaoneaaeeaaao eo aieueooth ?aaeoeeiiioth niiniaiinoue aneaaenoaea
oaaee/aiey yio?iiee aeoeaaoeee ?aaeoeee. Iieacaii, /oi caiauaiea a
aaicieueiii eieueoea aeeeeaaiciea aoiia oaea?iaea aoiiii acioa
oiaiueoaao, a N-ieneaeiie a?oiiie – oaaee/eaaao aeoeaiinoue
(-N-I-naycae. ?aaeoeeiiiay niiniaiinoue iieaeoe aeeeeie?eaeeiia a
?aaeoeeyo n ia?iene?aaeeeaeaie, oae aea, eae e a ?aaeoeeyo n
yeaeo?ioeeueiuie /anoeoeaie, oiaiueoaaony a ?yaeo 3-> 2-> 4-eciia?. Ia
i?eia?a ?aaeoeee ia?ieneeueiuo ?aaeeeaeia n iieaeoeaie aoeaiaooaia e
aaenaiaoeeaaiciea eco/ai eeiaoe/aneee ecioiiiue yooaeo (EEY) aiaei?iaea
a ?aaeoeeyo ia?iene?aaeeeaeia n iieaeoeaie aeeeea?aiia. Aeey aoeaiaooaia
a ?aaeoeee n ia?ieneeueiuie ?aaeeeaeaie cia/aiey EEY aiaei?iaea
aiiiaeueii aunieea, aieueoa iaeneiaeueiiai cia/aiey, ?ann/eoaiiiai a
i?aaeiieiaeaiee iieiie iioa?e yia?aee ioeaauo eieaaaiee a ia?aoiaeiii
ninoiyiee ?aaeoeee. Eco/aia eeiaoeea ?aaeoeee ?aaeeeaea 2,2(,6,6(-
oao?aiaoeeieia?eaeei-N-ieneaea n aeeeea?aiaie e iieo/aiiua aeaiiua
niiinoaaeaiu n aeaiiuie ii ?aaeoeeyi ae?oaeo I-oeaio?e?iaaiiuo
?aaeeeaeia (ia?ieneeueiuo, aeeieneeueiuo). A ?aaeoeee io?uaa aoiia
aiaei?iaea ec ?anniio?aiiuo I-oeaio?e?iaaiiuo ?aaeeeaeia iaeaieaa
naeaeoeaiui yaeyaony 2,2(,6,6(-oao?aiaoeeieia?eaeei-N-ieneeueiue
?aaeeeae. Iieacaii, /oi ?aaeoeeiiiay niiniaiinoue I-oeaio?e?iaaiiuo
?aaeeeaeia a noaaeeyo i?iaeieaeaiey e ia?uaa oeaie ii?aaeaeyaony eo
?aciuie ii i?e?iaea yeaeo?iiiuie oa?aeoa?enoeeaie. A ?aaeoeee io?uaa
aoiia aiaei?iaea ?aaeoeeiiiay niiniaiinoue ?aaeeeaea ii?aaeaeyaony
yia?aeae ieaeiae naiaiaeiie iieaeoey?iie i?aeoaee ?aaeeeaea,
oa?aeoa?ecothuae aai yeaeo?iiiaeoeaioi?iua naienoaa. A ?aaeoeee
?aeiiaeiaoeee ?aaeoeeiiiay niiniaiinoue I-oeaio?e?iaaiiuo ?aaeeeaeia
caaeneo io aaee/eiu ca?yaea ia eiioeaaii aoiia eenei?iaea.
Eaaioiaioeie/aneeie ?ann/aoaie iieacaii, /oi ia?aoiaeiua ninoiyiey
?aaeoeee ia?ieneeueiuo ?aaeeeaeia n iieaeoeaie aeeeea?aiia yaeythony
no?oeoo?aie n ?acaeaeaieai ca?yaeia, i?e/ai ia?aiin io?eoeaoaeueiiai
ca?yaea n iieaeoeu ia ?aaeeeae aieueoa aeey iieaeoe n iaiueoei
iioaioeeaeii eiiecaoeee e aeey ?aaeeeaeia n aieueoei n?iaenoaii e
yeaeo?iio. Iieacaii, /oi aeey aieueoeinoaa enneaaeiaaiiuo aeeeeaaicieia
o/ao oaeeo ia?aiao?ia, eae yia?aey ?aouaeny N-I-nayce e iioaioeeae
eiiecaoeee iieaeoeu, iicaieyao oaeiaeaoai?eoaeueii iienaoue
?aaeoeeiiioth niiniaiinoue iieaeoe a ?aaeoeee n eoieeia?iene?aaeeeaeii.

Eeth/aaua neiaa: aeeaeeioaciia ieeneaiea, niieeneaiea, aeeeea?aiu,
ia?ieneeueiua ?aaeeeaeu, iieaeoeu, ?aaeoeaiinoue.

Summary. Matvienko A.G. Liquid-phase cooxidation of alkylarynes,
reactivity of their molecules and peroxyradicals.

Manuscript. Theses for doctor’s degree by speciality 02. 00. 04 –
physical chemistry. L.M. Litvinenko Institute of Physical Organic and
Coal Chemistry of National Academy of Sciences of Ukrain, Donetsk, 1999.

There have been established general kinetic regularities of alkylarynes
binary mixtures oxidation in dependance on their molecules structure:
the nature, the number of substituents in benzene ring, at active
(-C-H-bond; structure of arenes. Cooxidation parameters have been
determined and rate constants for reactions of peroxyradicals with
moleculs calculated. The latter made it possible to form the reactivity
series of molecules towards a peroxyradical and of peroxyradicals
towards a molecule. Using the quantum mechanical calculations it was
shown that the transition states of studied reactions of peroxyradicals
with alkylbensenes molecules have structures with charge transfer. The
degree of charge transfer is greater in the case of molecules with less
ionization potential and for radicals with greater electron affinity.
Regularities in a change of reactivity for alkylarynes molecules with
O-centered radicals in H-exchange reaction as well as with O-centered
radicals in recombination reaction are established.

Key words: liquid-phase oxidation, cooxidation, alkylarynes,
peroxyradicals, molecules, reactivity.

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