O?CEEI-O?I?*IEE ?INOEOOO ?I.I.A.AIAAONUeEIAI

IAI OE?A?IE

IAAeAEOIAeA? OOIAE

OAeE 547.22.0 + 583 + 826.1

ACA?IIAe?ss AEEAI?A, AAEIAAIAEEAI?A OA A?IIAOE*IEO

EA?AIIIAEO EENEIO C NENOAIITH SF4-HF-AAEIAAIOTH*EE AAAIO

02.00.03 — i?aai?/ia o?i?y

AAOI?AOA?AO

aeena?oaoe?? ia caeiaoooy iaoeiaiai nooiaiy

eaiaeeaeaoa o?i?/ieo iaoe

Iaeana — 1999

Aeena?oaoe??th ? ?oeiien

?iaioa aeeiiaia a Iaeanueeiio aea?aeaaiiio iie?oaoi?/iiio
oi?aa?neoao? I?i?noa?noaa ina?oe Oe?a?ie.

Iaoeiaee ea??aiee aeieoi? o?i?/ieo iaoe, i?ioani?

Eoioaiei Ai?en Aaneeueiae/

Iaeanueeee aea?aeaaiee iie?oaoi?/iee
oi?aa?neoao,

eaoaae?a oaoiieia?? iniiaiiai i?aai?/iiai
neioaco,

caa?aeoaa/ eaoaae?e

Io?oe?ei? iiiiaioe aeieoi? o?i?/ieo iaoe, n.i.n.

Ai?e?i Aaea??e Oii?/

Iaeanueeee aea?aeaaiee oi?aa?neoao
?i.?.?.Ia/ieeiaa

eaoaae?a i?aai?/ii? o?i??, i?ioani?

eaiaeeaeao o?i?/ieo iaoe, n.i.n.

Aa?on ?ai? ?aaiiae/

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

noa?oee iaoeiaee ni?a?ia?oiee

I?ia?aeia onoaiiaa ?inoeooo i?aai?/ii? o?i?? IAI Oe?a?ie, i.Ee?a

Caoeno aeena?oaoe?? a?aeaoaeaoueny » 22 » /a?aiy 1999?. i 14-00
aiaeei? ia can?aeaii? niaoe?ae?ciaaii? a/aii? ?aaee Ae 41.219.02 i?e
O?ceei-o?i?/iiio ?inoeooo? ?i.I.A.Aiaaonueeiai IAI Oe?a?ie
(270080, Iaeana, Ethnoaei?onueea aei?iaa, 86.).

C aeena?oaoe??th iiaeia iciaeiieoeny a iaoeia?e a?ae?ioaoe?
O?ceei-o?i?/iiai ?inoeoooa ?i.I.A.Aiaaonueeiai IAI Oe?a?ie

Aaoi?aoa?ao ?ic?neaiee » 20 » o?aaiy 1999?.

A/aiee nae?aoa?

niaoe?ae?ciaaii? a/aii? ?aaee,

eaiaeeaeao o?i?/ieo iaoe,

noa?oee iaoeiaee ni?a?ia?oiee E.I.Eeoaeiiaa

1

CAAAEUeIA OA?AEOA?ENOEEA ?IAIOE

Aeooaeuei?noue oaie. Ooi?ai?ni? i?aai?/i? niieoee oe?iei
aeei?enoiaothoueny o ?ie? ?iai/eo ??aeei o oieiaeeeuei?e oa
eaca?i?e oaoi?oe?, i?e ae?iaieoeoa? aenieiaoaeoeaieo o?i?/ieo aeaea?ae
no?oio, aeey yaea?ii? aia?aaoeee, iaaeeoeeie oa n?euenueeiai
ainiiaea?noaa. Oea iaoiiaeaii oei, ui ooi?ai?ni? niieoee, ye i?aaeei,
iathoue i?aeaeuaio noaa?euei?noue, e?iio?euei?noue, oa?i?/io no?ee?noue.

?nioth/? iaoiaee ianaeaeoeaiiai cai?uaiiy aoii?a aiaeith ooi?ii
aeei?enoiaothoueny, a iniiaiiio, aeey iaea?aeaiiy iie?- ?
ia?ooi?iio?aeieo. Iaoiaee naeaeoeaiiai cai?uaiiy aoii?a aiaeith ooi?ii
aei inoaiiueiai /ano ?ic?iaeai? iaei. A ca’yceo c oeei ?ic?iaea
naeaeoeaieo iaoiae?a cai?uaiiy aoii?a aiaeith o iane/aiiai aoiia
aoaeaoeth ? aeooaeueiith.

A inoaii? /ane aaeeea oaaaa i?eae?ey?oueny iiooeo iiaeo iaoiae?a
iaea?aeaiiy o?eooi?iaoeeai?nieo aaeiaaiaaicie?a ? ai?i?a, ye?
aeei?enoiaothoueny a neioac? e?ea?nueeeo i?aia?ao?a, aa?a?oeeae?a ?
aa?aiee?a. Oiio aea/aiiy caeiiii??iinoae ?aaeoe?e a?iiaoe/ieo ea?aiiiaeo
eeneio c nenoaiith SF4-HF-aaeiaaioth/ee aaaio c oe?eeth iaea?aeaiiy
??cieo aaeiaaiai?nieo aaicio?eooi?eae?a o iaeio noaae?th oaeiae ?
aeooaeueiei.

Ca’ycie ?iaioe c iaoeiaeie i?ia?aiaie, ieaiaie, oaiaie. ?iaioo
aeeiiaii o a?aeiia?aeiino? c eii?aeeiaoe?eiei ieaiii ooiaeaiaioaeueieo
aeine?aeaeaiue I?i?noa?noaa ina?oe Oe?a?ie.

Iaoa ?iaioe. Aeine?aeaeaiiy caeiiii??iinoae ?aaeoe?e
/ioe?eooi?enoi? n??ee a na?aaeiaeu? aacaiaeiiai ooi?enoiai aiaeith o
i?enooiino? aaeiaaioth/eo aaaio?a c ??ciiiai?oieie eeanaie iane/aieo oa
iaiane/aieo i?aai?/ieo niieoe. Aea/aiiy aieeao ni?aa?aeiioaiiy
?aaaaio?a o ooi?oth/eo nenoaiao oa aeaeo?iiii? i?e?iaee cai?niee?a o
aeo?aeieo niieoeao ia iai?yiie ?aaeoe?e cai?uaiiy aoii?a aiaeith i?e
iane/aiiio aoii? aoaeaoeth oa aeaeo?io?eueiiai aaeiaaioaaiiy a
aaicieueiiio yae??. ?ic?iaea caaaeueieo iaoiae?a neioaco i?aeoe/ii
oe?iieo oei?ooi?ai?nieo aeeai?a, o?eooi?iaoeeai?nieo aaeiaaiaaicie?a
oa neioac iiaeo ooi?ai?nieo ianoa?i?aeieo i?ioecaiaeueieo i?aia?ao?a
— aiaeia?a i?oeoiiai? eeneioe.

Iaoeiaa iiaecia iaea?aeaieo ?acoeueoao?a. Iieacaia iiaeeeainoue
aeei?enoaiiy /ioe?eooi?enoi? ni?ee aeey caiiuaiiy aiaeith a iane/aieo
i?aaii/ieo niieoeao ooi?ii. Aea/aii ?aaeoe?? aeeaiia oa ?o
aaeiaaiiioiaeieo c nenoaiith SF4-HF-Cl2 oa anoaiiaeaii, ui caiiuaiiy
aiaeith o sp3-a?a?eaeeciaaiiai aoiia aoaeaoeth ooi?ii i?io?ea? a oeo
no?oeoo?ao, c yeeo eaaei ooai?ththoueny ea?aai??a? iiie.

Aea/aii aca?iiaeith a?iiaoe/ieo ea?aiiiaeo eeneio ic nenoaiaie oa
iieacaii, ui aeei?enoaiiy nenoai SF4-HF-Cl2(Br2) ye ?aaaaioo aeey
aeaeo?ioieueiiai aaeiaaioaaiiy aea? iiaeeeainoue ia oieueee aeinoaoiuei
eaaei aaanoe aoii aaeiaaio o aaicieueia eieueoea, a e caa?aaoe ca’ycaii
c iei o?eooi?iaoeeueii a?oie, ye? ooai?ththoueny c ea?aieneeueieo
a?oi iiae ae??th /ioe?eooi?enoi? ni?ee.

2

Aia?oa caeieniaii neioac aiaeia?a i?ioecaiaeueieo i
aiaeueaacoth/eo i?aia?aoia oeoiieneia oa iioeoiiai? eeneioe, ye?
iinoyoue aeai o?eooi?iaoeeueii a?oie a aaicieueiiio yae?i. Aea/aia
aiieiai/ia aeoeaiinoue oeeo ?a/iaei oa iieacaii, ui i?e aaaaeaiii
ae?oai? o?eooi?iaoeeueii? a?oie a iieaeoeo oeoiieneia aiaeueaacoth/a
aeoeaiinoue eiai c?inoa? aaea?/?. Neioaciaaii aaoa?ioeeeei/iee aiaeia
i?ioecaiaeueiiai i?aia?aoo aeeooi?aioo.

I?aeoe/ia cia/aiiy iaea?aeaieo ?acoeueoaoia. ?ic?iaeaii i?inoee
niinia iaea?aeaiiy aeeaiia, yei iinoyoue oei? oa ooi?, a oaeiae
iaeiinoaaeieiee iaoiae neioaco o?eooi?iaoeeaiinieo aaeiaaiaaicieia c
aiaeiiaiaeieo ea?aiiiaeo eeneio.

?ic?iaeaii iaoiaee ooi?oaaiiy a?iiaoe/ieo ea?aiiiaeo eeneio
aeicaieythoue c aenieei aeoiaeii iaea?aeoaaoe o?eooi?iaoeeaiinii
aiieiie, yei aeei?enoiaothoueny aeey neioaco i?ioecaiaeueieo
aiaeueaacoth/eo oa aea?icieaeo/eo eiea?nueeeo i?aia?aoia. Ia iniia?
caeiaooeo aiieii?a aia?oa neioaciaaii aiaeiae i?ioecaiaeueieo i?aia?aoia
ianoa?i?aeiiai oeio — oeoiieneia oa iioeoiiai? eeneioe, yei iinoyoue
aeai o?eooi?iaoeeueii a?oie a aaicieueiiio yae?i, oa anoaiiaeaii, ui i?e
aaaaeaiii ae?oai? o?eooi?iaoeeueii? a?oie a iieaeoeo oeoiieneia
aiaeueaacoth/a aeoeaiinoue eiai c?inoa? a aeaa ?ace.

Iniaenoee aianie caeiaoaa/a. Aaoi? aeena?oaoei? naiinoieii
caeieniea neioac on?o iienaieo iei iiaeo niieoe, i?ia?a aiaeic
niaeo?aeueieo aeineiaeaeaiue i aecia/ea no?oeoo?e neioaciaaieo ?a/iaei.
Aaoi?ii aeena?oaoei? ?ic?iaeaii c?o/i? iaoiaee neioaco
o?eooi?iaoeeai?nieo aiaeia?a iioeoiiai? eeneioe, yei ? iiaeie
i?ioecaiaeueieie eiea?nueeeie i?aia?aoaie ianoa?i?aeiiai oeio. Oni
iaoa?iaee, yei iioaeieiaaii a noaooyo ic niiaaaoi?aie oa oaieoee a
aeena?oaoeith, iaea?aeai? ca aaciina?aaeiueith o/anoth aeena?oaioa.
Aaoi? ue?i aaey/iee ae.o.i., i?ioani?o ssaoiieuenueeiio E.I. ca oeiii?
?aeiiaiaeaoei? noiniaii aeeiiaiiy aenia?eiaioaeueii? /anoeie oa
ie?aei? aeeneon?? i?e iaaiai?aiii ?acoeueoaoia.

Ai?iaaoeiy ?iaioe. Iniiaii ?acoeueoaoe aeena?oaoeieii?
?iaioe

aeiiia?aeai? ia ?inienueei-Aa?iainueei-Oe?a?inueeiio neiiicioi? c oiii?
ooi?i?aaii/ieo niieoe. (Iiaineai?nuee, 1995?.), Oe?a?inueei?
eiioa?aioei? c i?aaii/ii? oiii? (Aei?i?iiao?ianuee, 1998 ?.), I-?e
eiioa?aioei? iieiaeeo a/aieo, nooaeaioia-oiiieia Iiaaeaiiiai
?aaiiio Oe?a?ie (Iaeana , 1998 ?.)

Ioaeieaoei?. Ca iaoa?iaeaie aeena?oaoei? iioaeieiaaii 3 noaooi, a
oaeiae oace o?ueio aeiiiaiaeae ia eiioa?aioeiyo.

Ianya i no?oeoo?a aeena?oaoei?. Aeena?oaoeieia ?iaioa
neeaaea?oueny ic anooio, iaeyaeo e?oa?aoo?e (?icae?e 1),iaaiai?aiiy
iaea?aeaieo ?acoeueoao?a (?icae?ee 2,3,4), aeniiaeia, nieneo
aeei?enoaieo aeaea?ae (162 iaeiaioaaiiy). ?iaioa i?noeoue 7 oaaeeoeue.
Caaaeueiee ianya aeena?oaoe?? 148 noi??iie iaoeiiieno.

3

INIIAIEE CIINO ?IAIOE

CAIIUAIIss AIAeITH O IANE*AIIAI AOIIA AOAEAOeTH

I?E Ae?? NENOAIE SF4-HF-Cl2

Aei ii/aoeo oe??? ?iaioe ?aaeoe?? /ioe?eooi?enoi? n??ee c
i?aai?/ieie niieoeaie, ye? i?io?eathoue c cai?uaiiyi aiaeith ooi?ii,
?icaeyaeaeenue ye aiiiaeuei?. ?aiioa aoei iieacaii, ui i?e aca?iiaei?
aaeaiaioaio c /ioe?eooi?enoith ni?eith a i?enooiinoi ooi?enoiai aiaeith
ooai?th?oueny noiio iiii- oa aeeooi?aaeaiaioai?a.

Ie i?eionoeee, ui ia cai?uaiiy aiaeith ooi?ii eaoae?oe/io ae?th
iaaeathoue neiaee oei?o oa oei?eaeia ni?ee, eio?i caaaeaee i?enooii a
oaoii/i?e /ioe?eooi?eno?e ni?oei, yea iaea?aeo?oueny c aeaooei?enoi?
ni?ee oa ooi?enoiai iao?ith.

A?aeiii, ui /ioe?eooi?enoa n??ea o ?ic/ei? aacaiaeiiai ooi?enoiai
aiaeith ooai?th? iaaecae/aeii ?aaeoe?eiicaeaoiee noeueoii??aee ?ii SF3
, o yeiai, a ii??aiyii? c SF4, a?eueo neeuei?o? aeoeaioi?i?
aeanoeaino?. Inoaii?e, ye eeneioa Eueth?na, ni?ey? iiey?ecaoe??
iieaeoee aaeiaaioth/iai aaaioo oa ca?eueoo? eiioeaio?aoe?th iiceoeaieo
aoii?a oei?o /e a?iio.

Iaaooue, ?aaeoeiy aaeaiaioaio c nenoaiith SF4-HF-Cl2
ii/eia?oueny c yeaeo?io?eueii? aoaee N-I ca’yceo aoceiaeo iieiaeaiue
aaeaiaioaio c ooai?aiiyi iaioaeii?aeeiiaaiiai ea?aii??aiai ?iia (A),
yeee, a?aeuaiethth/e oei?enoue aiaeaiue, ia?aoai?th?oueny a aaeaiaio?e?e
eaoiii. Inoaiiie i?e?aeio? aiiii ooi?o, ooai?thth/e ooi?aaeaiaioai.

Aeey ia?aai?ee oeueiai i?eiouaiiy /ioe?eooi?enoa ni?ea aoea
iiaeaeaia iaie aeaie?aoiiio i/euaiith aiae oei?o oa oei?eaeia ni?ee
aeo?eiaiiyi iaae aiaeueaai??iaaiith i?aeiith no?oaeeie. I?e
aca?iiaei? aaeaiaioaio c /ioe?eooi?enoith ni?eith, yea i/euaia
aiae oei?o oa oei?eaeia ni?ee, ia

4

aiaeaoaa?oueny caiiuaiiy aoiiia aiaeith ooi?ii, oa c ?aaeoeieii? noiioi
iiaa?oa?oueny aeoiaeiee aaeaiaioai.

Aea/aiiy ?aaeoeie aaeaiaioaio c nenoaiith SF4-HF a i?enooiinoi
aaeiaaioth/eo aaaioia iieacaei iiaeeeainoue aeei?enoaiiy nenoaie
SF4-HF-Cl2 aeey caiiuaiiy aiaeith ooi?ii i?e iane/aiiio aoii? aoaeaoeth.

Ie iieacaee, ui i?e aca?iiaei? aeeai?a oa ?o iioiaeieo c nenoaiith
SF4- HF-Cl2 aiaeaoaa?oueny ooai?aiiy oei?ooi?aeeaiia. I?e ?aaeoei?
aooaia c SF4 o na?aaeiaeu? aacaiaeiiai HF o i?enooiinoi oei?a c
aenieei aeoiaeii ooai?th?oueny noiio noa?ai?ciia?ieo oei?ooi?aooai?a
(3 a,a).

3a, a

?ioa?anii aoei aea/eoe oeyo, ca yeei aiaeaoaa?oueny ooai?aiiy
oei?ooi?aooaiia (3a,a). Iiaeia aoei i?eionoeoe, ui 2-ooi?-3-oei?aooai
ooai?th?oueny c aooaio /a?ac i?iiiaei? 2-oei?- aai 2-ooi?aooai.

Iaie aeineiaeaeaii ?aaeoei? 2-ooi?-, 2-oei?aooaia oa aooaia-2 c
nenoaiith SF4-HF-Cl2. Aeyaeeinue, ui ic 2- oei?aooaia c aenieei aeoiaeii
iaea?aeothoueny 2,3-aeeoei?aooaie (4a,a), o oie /an ye 2-ooi?-aooai oa
aooai-2 o oeeo oiiaao aeathoue noiio 2-iaoee-2-ooi?-1,1-aeeoei?i?iiaio
(5) oa 2-iaoee-2-ooi?-1,3-aeeoei?i?iiaio (6).

I?e aca?iiae?? nenoaie SF4-HF-Cl2 c ?cioei?aooaiii oaeiae
ooai?thoueny ooi??cioeiaooaie (5, 6).

5

Iaaooue, aianeiaeie yeaeo?ioeeueii? aoaee N-I ca’yceo
sp3-aia?eaeeciaaiiai aoiia aoaeaoeth aaeiaaieaoiiiii, caaaeaee
i?enooi?i o nenoaii SF4-HF-Cl2, ooai?th?oueny iaioaeii?aeeiiaaiee
ea?aii??aee iii, yeee ii-?iciiio noaaieico?oueny a caeaaeiinoi aiae
aoaeiae aeoiaeiiai aaeiaaiaeeaio.

I?e aca?iiaei? aoi?eiiiai oei?aooaio c nenoaiith SF4-HF-Cl2
iaioaeii?aeeiiaaiee ea?aii??aee iii (A), ui iaea?aeo?oueny ia ia?oie
noaaei? ?aaeoei?,noaaieico?oueny ca ?aooiie a?aeuaieaiiy i?ioiia c
ooai?aiiyi 2,3-aeeoei?aooai?a (4a,a). Oiaoi, aiaeaoaa?oueny i?yia
aeaeo?io?eueia cai?uaiiy i?e iane/aiiio aoii? aoaeaoeth.

Noai?aiiy iaioaeii?aeeiiaaiiai ea?aii??aiai iiia (A) i?e aca?iiaei?
nenoaie SF4-HF-Cl2 ic 2-oei?aooaiii iiaeoaa?aeaeo?oueny oei, ui a
?aaeoeieiie noiioi aiaenooii i?iaeoeoe ?ciia?ecaoe?? oei?aooaia.

Iaeiie/aiiy aeaeo?iiiaeiii?ieo iaoeeueieo a?oi aiey iaioaeii?
aeeiiaaiiai aoiia aoaeaoeth caiaeeoue aei oiai, ui aeey noaaieicaoei?
ea?aii??aiai ?iia (A), ui ooai?th?oueny i?e aca?iiaei? nenoaie
SF4-HF-Cl2 c oei??ciaooaiii, aieueo aeaiaeiei ? ia?aianaiiy
aiae?eae-iiia ia aaeiaai oa a?aeuaieaiiy INl.

Ea?aaii?aee iii (A), ui iaea?aeo?oueny i?e oeueiio, aeaei
ia?aoai?th?oueny o oeiooi?iciaooaie (5-6). Aeei?enoaiiy nenoaie
SF4-HF-Cl2 aeey aeineiaeaeaiiy ?aaeoeie caiiuaiiy aoiia aiaeith o
iane/aiiai aoiia aoaeaoeth aeicaiey? aecia/eoe oeyo i?io?eaiiy oeeo
?aaeoeie. A ca’yceo c aiaenooiinoth aiiiio oei?o a ?aaeoeieiie noiioi
ooai?aiiy aee?eaa eiaaieae?a iiae ae??th nenoaie SF4-HF-Cl2 iiaea
aiaeaoaaoeny oieueee yei?yia aeaeo?io?eueia cai?uaiiy.

sse aeoiaeeoue c iaaaaeaieo aeua aeaieo, i?e aca?iiaei? aooaio c
/ioe?eooi?enoith ni?eith a na?aaeiaeu? HF o i?enooiinoi oei?o ii
2-oei?-

6

/e 2-ooi?aooai, ii aooai-2 ia ? i?iiiaeieie i?iaeoeoaie i?e ooai?aiii
2-ooi?-3-oei?aooaio.

Ie i?eionoeee, ui ia ia?oie noaaei? ?aaeoei? aooaio c nenoaiith
SF4-HF-Cl2 iieaeoea aooaio i?aeeyaa? aoaoe? ia +Cl, a +SCl. Inoaiiie
neeaaea?oueny c aeaioei?enoi? ni?ee, yea caaaeaee i?enooiy a
?aaeoeieiiio na?aaeiaeu?.

Iaaooue, a ianeiaeie aeaeo?io?eueii? aoaee aooaio eaoiiiii +SCl
ooai?th?oueny iaioaeii?aeeiiaaiee iii (Ae ), yeee ia?aoai?th?oueny o
aoi?eiiee aooeenoeueoaioei?eae (7). Inoaiiie i?aeeyaa? aoaoe? oei?
eaoiiiii c ooai?aiiyi iiaiai iaioaeii?aeeiiaaiiai iiia (A ), eio?ee
noaaieico?oueny ca ?aooiie a?aeuaieaiiy i?ioiia. Iiney oeueiai
aiaeaoaa?oueny caiiia noeueoaioei?eaeii? a?oie ooi?ii c ooai?aiiyi
niieoe 3a,a.

Aeey iiaeoaa?aeaeaiiy iaaaaeaii? noaie ie neioacoaaee aoi?eiiee
aooeenoeueoaioei?eae (7). I?e ?aaeoei? niieoee (7) c SF4-HF-Cl2 c
aenieei aeoiaeii ooai?ththoueny 2-ooi?-3-oei?aooaie (3a,a).

Oaeei /eiii, i?e aca?iiaei? nenoaie SF4-HF-Cl2 c iane/aieie
niieoeaie ia ia?oie noaaei? aiaeaoaa?oueny aeaeo?ioieueia aoaea
sp3-aia?eaeeciaaiiai aoiia aoaeaoeth aaeiaaieao?iiii c ooai?aiiyi
iaioaeii?aeeiiaaiiai ea?aii??aiai iiia. Noaaieicaoeiy inoaiiueiai
iiaea i?ioieaoe iiaea?eii: aai ?aaeico?oueny ?aaeoeiy
aeaeo?ioieueiiai caiiuaiiy aiaeith oei?ii c a?aeuaieaiiyi i?ioiia, aai
aianeiaeie ia?aianaiiy aiae?eae-iiia ia ieenethaa/ i a?aeuaieaiiyi
oei?enoiai aiaeith ooai?th?oueny ea?aai??aee iii, yeee i?e?aeio? aiiii
ooi?o, oiaoi i?io?ea? caiiuaiiy aiaeith ooi?ii.

7

ACA?IIAeIss A?IIAOE*IEO EA?AIIIAEO EENEIO

OA ?O IIOIAeIEO C NENOAIAIE SF4-HF-Cl2 (Br2)

Iaeiei c iaeaaaeeea?oeo aeinyaiaiue a oiii? /ioe?eooi?enoi?
ni?ee, cia/ii iioe?thth/eo iiaeeeainoue ?? i?aia?aoeaiiai aeei?enoaiiy,
aoei i?iaaaeaiiy ?aaeoeie i?aaii/ieo niieoe c SF4 a ?ic/ei?
aacaiaeiiai ooi?enoiai aiaeith. Oea aeicaieeei caieueoeoe aeoiaee
ooi?ai?nieo i?iaeoeoia, a a aaaaoueio aeiaaeeao ciiieoe iai?yiie
?aaeoei?. Ie i?eionoeee, ui aeiaeaaaiiy aei nenoaie SF4-HF aaeiaaioth/eo
aaaioia ua aieueo ?icoe?eoue neioaoe/ii iiaeeeaino? /ioe?eooi?enoi?
ni?ee oa aeicaieeoue ii?o/ c ia?aoai?aiiyi ea?aieneeueieo a?oi a
o?eooi?iaoeeueii aaiaeeoe aoiie aaeiaaiia o aaicieueia yae?i.

Aeyaeeinue, ui i?e aca?iiaei? aaicieii? eeneioe ?c nenoaiith
SF4-HF-Cl2 i?e 70 iN c aenieei aeoiaeii ooai?th?oueny
i-a?iiaaicio?eooi?eae. Ia ia?oie noaaei? iiae ae??th SF4-HF-Cl2 aaicieia
eeneioa ia?aoai?th?oueny a i-a?iiaaici?eooi?eae (8), yeee i?e
iiaeaeuaiii oaiia?aoo?e aei 70 iN ?aaao? c SF4-HF-Cl2 c ooai?aiiyi
i-a?iiaaicio?eooi?eaeo (9).

Aaeiaaioaaiiy aaicieaeeea?aiiiaeo eeneio nenoaiaie
SF4-HF-Cl2(Br2) aiaeaoaa?oueny o aieueo aei?noeeo oiiaao, iiae
aaeiaaioaaiiy aaicieii? eeneioe,ui iiaeoaa?aeaeo? aeaeo?ioieueiee
oa?aeoa? ?aaeoeie aaeiaaioaaiiy oeeie nenoaiaie.

?ciooaeaaa eeneioa aca?iiaei? c nenoaiith SF4-HF-Cl2 i?e 100 iN c
ooai?aiiyi 1,3-ain(o?eooi?iaoee)-5-oei?aaiciea (10). I?e aeei?enoaiii a
oe?e ?aaeoei? nenoaie SF4-HF-Cl2 aiaeiiaiaeia a?iiiioiaeia niieoea (11)
ooai?th?oueny i?e 120 iN.

Oa?aooaeaaa eeneioa i?e 120 iN ia?aoai?th?oueny i?ae ae??th
nenoaie SF4-HF-Cl2,o 1,4-ain(o?eooi?iaoee)a?iiaaicie (12). I?e 160 iN
?aeeiei i?iaeoeoii oei?? ?aaeoei? ?
1,4-a?n(o?eooi?iaoee)-3,6-aeea?ii-aaicie (13).

8

Ia aiaei?io aiae ?ci- oa oa?aooaeaai? eeneio i?oiooaeaaa eeneioa
?aaao? c nenoaiith SF4-HF-Cl2 i?e 120 iN c ooai?aiiyi noiioi
1,2-ain(o?eooi?iaoee)a?iiaaicie?a (14,15), a i?e iiaeaeuaiii
oaiia?aoo?e aei 160 iN ooai?ththoueny
1,2-ain(o?eooi?iaoee)aeea?iiaaiciee (16,17).

Ooai?aiiy 3-a?ii- oa 3,5-aeea?ii-1,2-ain(o?eooi?iaoee)aaicieia
(15,17) aea? iniiao i?eionoeoe, ui i?e ?aaeoei? i-ooaeaai? eeneioe c
nenoaiith SF4-HF-Cl2 nii/aoeo aiaeaoaa?oueny ia?aoai?aiiy
ea?aieneeueieo a?oi o o?eooi?iaoeeueii i oieueee iiney oeueiai
aeaeo?ioieueia a?iioaaiiy aaicieueiiai eieueoey. Eiee a
a?iioaaiiy i?io?eaei ?aiioa, i?ae ia?aoai?aiiy ea?aieneeueieo a?oi o
o?eooi?iaoeeueii, /a?ac i?inoi?ia? o?oaeiiu? ?aaeoeiy coieieeanue ae
ia noaaei? ooai?aiiy oi?i?eueiiai iioiaeiiai. Aeienii, i?e ?aaeoei? SF4
a aacaiaeiiio HF ic noiiooth 4-a?ii- oa 3-a?ii-1,2-aeeea?aiiiaeo
eeneio (niiaaiaeiioaiiy 3:1) neeaaea?oueny noiio
1,2-ain(o?eooi?iaoee)-4-a?iiaaicieo (14) oa
2-a?ii-6-o?eooi?iaoeeaaiciieooi?eaeo (18).

Oea iiaiinoth iiaeoaa?aeaeo? aeneiaeaia iaie i?eiouaiiy, ui i?e
aca?iiaei? i?oiooaeaai? eeneioe c nenoaiith SF4-HF-Cl2 nii/aoeo
aiaeaoaa?oueny ia?aoai?aiiy ea?aieneeueieo a?oi o o?eooi?iaoeeueii, a
eeoa aeaei aeaeo?ioieueia a?iioaaiiy aaicieueiiai eieueoey.

Aiaeiii, ui ea?aiiia? eeneioe c yeaeo?iiiaeiii?iuie caiinieeaie
iiae ae??th /ioe?eooi?enoi? ni?ee ia?aoai?ththoueny o aiaeiiaiaeii
aaicio?eooi?eaee c iecueeeie aeoiaeaie. Aiaeiii, ui i?enooiinoue a?iio
o ?aaeoeieiiio ioi/aiii iiooaeii caieueoo? aeoiaee aiaeiiaiaeieo
o?eooi?iaoeeueieo iioiaeieo oa a caeaaeiinoi aiae eieueeinoi a?iio a
nenoaii aeoiaeyoue o?eooi?iaoeeoieoiee, yei

9

iinoyoue iaeei aai aeaa aoiie a?iio a iieaeoei. Oae, i?e aca?iiaei?
i-oieo?eiai? eeneioe c SF4-HF a i?enooiinoi 0,25 iiey a?iio ia iieue
aeoiaeii? eeneioe c aenieei aeoiaeii ooai?ththoueny
iiiia?iio?eooi?iaoeeoieoiee (19-20).

Aeei?enoaiiy a?iio a eieueeinoi aieueo, iiae 1 iieue ia iieue
aeoiaeii? i-oieo?eiai? eeneioe, i?eaiaeeoue aei ooai?aiiy cia/ieo
eieueeinoae aeea?iiiio?aeiiai (21). I?e oeueiio ia?aeaeueii
ia?aoai?aiith ooi?oi?iieueii? a?oie o o?eooi?iaoeeueio c ooai?aiiyi
niieoee (21) i?io?ea? iiaeaeueoa aeaeo?ioieueia a?iioaaiiy c ooai?aiiyi
ooi?aiaiae?eaeo (22), yeee /a?ac i?inoi?ia? o?oaeiiu? ia
ia?aoai?th?oueny iiae ae??th /ioe?eooi?enoi? ni?ee o aiaeiiaiaeiee
aaicio?eooi?eae.

Aiaeiai/iei /eiii ?aaao? i-oieo?eiaa eeneioa c nenoaiith
SF4-HF-Cl2.

Aaaaeaiiy a iieaeoeo i-oieo?eiai? eeneioe ae?oai?
aeaeo?iiiaeiii?ii? iaoeeueii? a?oie i?eaiaeeoue aei iieaaoaiiy
i?io?eaiiy ?aaeoe?? aeaeo?io?eueiiai a?iioaaiiy. I?e oeueiio ?aaeoe?y
coieiy?oueny ia noaae?? ooai?aiiy aeoaea no?eeiai i?inoi?iai
oo?oaeiaiiai 2,5-aeeiaoee-3,6-aeea?iiaaici?eooi?eaeo, a?ae?ie?c yeiai
ia i?io?ea? i?eeei’yo?ii? c eoaith (10 %).

10

A?iiai?ni? ain(o?eooi?iaoee)oieoie (23) oa ain(o?eooi?iaoee)eneeie
(24) aaea?oueny io?eiaoe c aenieei aeoiaeii i?e ?aaeoeiyo
aiaeiiaiaeii 4-iaoee- oa 4,6-aeeiaoee-1,2-aaicieaeeea?aiiiaeoeeneio c
nenoaiith SF4-HF-Cl2. Cai?iaaaeaeaiiy ?aaeoeie oeeo eeneio c nenoaiith
SF4-HF o aiaenooiinoi a?iio i?eaiaeeoue aei ooai?aiiy c aeoiaeii 70 %
2,4-ain(o?eooi?iaoee)oieoiea (25), 2,4-ain(o?eooi?iaoee)eneeiea (26).
I?o?oaaiiy ?o aea? iiaeeeainoue io?eiaoe i?o?iiio?aei? (27,28) c
aeoiaeii aieueo 90 %. Aiaeiiaeaiiy inoaiiio i?eaiaeeoue aei io?eiaiiy
aiaeiiaiaeieo aiiiia (29,30).

aea R = H (23,25,27,29), CH3 (24,26,28,30).

I?e aca?iiaei? 2-iaoee-1,3-aeeea?aiiiai? eeneioe c nenoaiith
SF4-HF-Cl2 ooai?th?oueny 2,6-ain(o?eooi?iaoee)-4-a?iioieoie (31).
Cai?iaaaeaeaiiy oei?? ?aaeoei? o aiaenooiinoi a?iio i?eaiaeeoue aei
ooai?aiiy c aenieei aeoiaeii 2,6-ain(o?eooi?iaoee)oieoiea (32).

Iaeiae aaaaeaiiy a iieaeoee a?iiaoe/ieo ea?aiiiaeo eeneio
aeaeo?iiiaeoeaioi?ii? i?o?ia?oie ia?aoeiaeaeo? ?aaeoei?
aeaeo?ioieueiiai a?iio-

11

aaiiy, oa ooai?thththoueny oieueee aiaeiiaiaeii o?eooi?iaoeeueii
iioiaeii i?o?iaaicieo (33, 34), yei ia iinoyoue a?iio.

Aeaeo?ioieueia a?iioaaiiy 1,3,5-aaicieo?eea?aiiiai? eeneioe iiae
ae??th nenoaie SF4-HF-Cl2 oaeiae ia aiaeaoaa?oueny. I?e oeueiio
?aaeoeiy coieiy?oueny ia noaaei? ooai?aiiy o?in(o?eooi?iaoee)aaicieo
(35). Ie iieacaee, ui oea iiynith?oueny aeacaeoeaaoei?th aaicieueiiai
yae?a iiae ae??th aeaeo?iiieo, a ia noa?e/ieo oaeoi??a, oiio ui i?e
aca?iiaei? 1-a?ii-2,4,6-aaicieo?eea?aiiiai? eeneioe c nenoaiith
SF4-HF c aenieei aeoiaeii ooai?th?oueny 1-a?ii-2,4,6-
o?in(o?eooi?iaoee)aaicie (36).

Oaeei /eiii, aeei?enoaiiy nenoai SF4-HF-Cl2(Br2) ye ?aaaaioo aeey
aeaeo?ioieueiiai aaeiaaioaaiiy aea? iiaeeeainoue ia oieueee
aeinoaoiuei eaaei aaanoe aoii aaeiaaio o aaicieueia eieueoea, aea e
caa?aaoe ca’ycaii c iei o?eooi?iaoeeueii a?oie, ui ooai?ththoueny c
ea?aieneeueieo a?oi iiae ae??th /ioe?eooi?enoi? ni?ee.

NEIOAC OOI?AI?NIEO I?IOECAIAEUeIEO OA

AIAEUeAACOTH*EO I?AIA?AOIA IANOA?I?AeIIAI OEIO

Ia?oei ooi?ai?niei iioiaeiei N-oai?eaio?ai?eiai? eeneioe, yeee
ciaeoia i?aeoe/ia canoinoaaiiy a yeinoi aoaeoeaiiai ianoa?i?aeiiai
i?ioecaiaeueiiai caniao, ? N-(3-o?eooi?iaoeeoai?e)aio?ai?eiaa eeneioa
(oeooaiai?iiaa eeneioa). Ae?aaeaio i?ioecaiaeueio aeoeaiinoue i?e
iayaiinoi aiaeueaacoth/i? oa aea?icieaeoth/i? ae?? ia?
aaoa?ioeeeei/iee aiaeia oeooaiai?iiai? eeneioe
2-(3′-o?eooi?iaoeeoai?eai?ii)i?eioeiiaa eeneioa (iioeoiiaa eeneioa).

12

Iniiaiee iaoiae neioaco iioeoiiai? eeneioe iieyaa? a eiiaeainaoe??
2-oei?i?eioeiiai? eeneioe c 3-o?eooi?iaoeeai?e?iii o ?icieo ?ic/eiieeao
aai aac ?ic/eiieea a i?enooiinoi KI aai Cu. A onio aeiaaeeao aeoiaee
ia ia?aaeuothoue 70 %.

Iaie ?ic?iaeaii c?o/iee iaoiae iaea?aeaiiy iioeoiiai? eeneioe
aeniei? /enoioe. I?e ?aaeoei? aoeeiaiai aoi?o 2-oei?iieioeiiai?
eeneioe c 3-o?eooi?iaoeeai?e?iii i?e oaiia?aoo?i 85-100 iN
ooai?th?oueny aoeeiaee aoi? iioeoiiai? eeneioe. Aiae?ieic
iaea?aeaiiai aoi?o aea? iioeoiiao eeneioo c aeoiaeii, aeecueeei aei
eieueeiniiai.

Iaie neioaciaaii oaeiae aiaeia iioeoiiai? eeneioe —
2-(2′-iaoee-3′-o?eooi?iaoeeai?e?ii)iieioeiiaa eeneioa (oeoiienii)
eiiaeainaoei?th 2-iaoee-3-o?eooi?iaoeeai?eeio c aoeeiaei aoi?ii
2-oei?iieioeiiai? eeneioe. ?aaeoeith i?iaaaeaii iiae oeneii, aeoiae
i?iaeoeoo eiiaeainaoei? 90-92 %. I?e eoaeiiio aiae?ieic? iaea?aeaiiai
aoi?o c eieueeiniei aeoiaeii ooai?th?oueny oeoiienii (39) aeniei?
/enoioe.

Aeey neioaco oeoiieniio, ye iioiaeia niieoea, aeei?enoiao?oueny
iaeiaeinooiiee 2-iaoee-3-o?eooi?iaoeeai?e?i, yeee iaea?aeothoue aai
iaoeethaaiiyi 3-o?eooi?iaoeeai?e?io /e 3-o?eooi?iaoeei?o?iaaicieo, aai
cai?niei a?aeiiaeaiiyi 2-iaoee-3-iio?i-4,5-aeeoei?aaicieo. Iaeiae
aeoiae aiiio,ui iaea?aeo?oueny oeeie iaoiaeaie, ia ia?aaeuo? 45 %.

Iaie ?ic?iaeaii aeaa c?o/ieo iaoiaee neioaco
2-iaoee-3-o?e-ooi?iaoeeai?e?io. Ia?oee caniiaaii ia ?aaeoei?
2-iaoee-1,3-aaicie-aeeea?aiiiai? eeneioe c /ioe?eooi?enoith ni?eith a
na?aaeiaeu? aac-aiaeiiai ooi?enoiai aiaeith. I?e /iio aecia/aeueiei o
oeueiio aeiaaeeo ? niiaaiaeiioaiiy aeoiaeii? eeneioe oa SF4.
Aeei?enoaiiy 3 iieae SF4 ia 1 iieue aeoiaeii? eeneioe i?eaiaeeoue aei
ooai?aiiy ooi?aiaiae?eaeo 3-o?eooi?iaoeeaaicieii? eeneioe. Aac
aeiaeaoeiaiai i/euaiiy io?eiaiee ooi-

13

?aiaiae?eae iiae ae??th nooiai aiiaeo c eieueeiniei aeoiaeii
ia?aoai?th?oueny a aiiae 2-iaoee-3-o?eooi?iaoeeaaicieii? eeneioe,c yeiai
ca ?aaeoei?th Aiooiaia caeiaooi 2-iaoee-3-o?eooi?iaoeeaiieii (40) c
aeoiaeii 80-85 %.

A yeinoi aeoiaeii? o ae?oaiio ?ic?iaeaiiio iaie iaoiaei neioaco
2-iaoee-3-o?eooi?iaoeeaiieiio aeei?enoaia aeinooiia i-oieo?eiaa
eeneioa. I?o?oaaiiy ?? i?o?oth/ith noiiooth a ?ic/eii ioeaoiai?
eeneioe i?eaiaeeoue aei ooai?aiiy c eieueeiniei aeoiaeii noiioi
2-iaoee-3-iio?i- oa 2-iaoee-5-iio?iaaicieieo eeneio. I?e ?aaeoei? oei??
noiioi c nenoaiith SF4-HF c aenieei aeoiaeii neeaaea?oueny noiio
3-iio?i- oa 5-iio?i-2-iaoeeaaicio?eooi?eaeia (41,42), c yei? i?e
noiyii? aeiaaea? 5-iio?iiciia? (42). Iiaeaeueoa a?aeiiaeaiiy iaoi/iiai
?ic/eio noiioi o?eooi?iaoeeai?nieo iio?ioieoe?a (41,42) o
niiaaiaeiioaiii 60:40 i?eaiaeeoue aei ooai?aiiy noiioi aiaeiiaiaeieo
ai?i?a, c yei? aeaeieaii /enoee 2-iaoee-3-o?eooi?iaoeeaiieii (40).

Iaie neioaciaaii aiaeia oeoiieniio, ui iinoeoue aeai
o?eooi?iaoeeueii a?oie o aaicieueiiio eieueoei (niieoea 43). I?e
aca?iiaei? aoeeiaiai aoi?o 2-oei?iieioeiiai? eeneioe c
2-iaoee-3,5-a?n(o?e-ooi?iaoee)aiieiiii i?e oaiia?aoo?i 185-190 iN
io?eiaii aoeeiaee aoi? 2-[3′,5′-ain(o?eooi?iaoee)aiieiii]iieioeiiai?
eeneioe c aeoiaeii 96 %. Eoaeiee aiae?ieic inoaiiueiai i?eaiaeeoue
aei ooai?aiiy eeneioe (43).

N-Iaoee-D-aetheicai?iiaa nieue 2-(2′-iaoee-3′-o?eooi?iaoee
aiieiii)iieioeiiai? eeneioe (44) ia? neeueio aieacaniieieeeao
ae?th, ii-

14

?iaiyio c ae??th ii?oith, aea aac iiai/iiai ia?eioe/iiai aoaeoo. Ie
?ic?iaeee iaoiae neioaco oei?? niei oa ?? aiaeiaa, ui iinoeoue aeai
o?eooi?iaoeeueii a?oie o aaicieueiiio eieueoei, c aeoiaeaie 96 — 99 %.

aea R = H, (44); R = CF3 (45)

Aeey iiaeaeueoiai aea/aiiy aieeao iieiaeaiiy oa i?e?iaee
cai?niee?a o aaicieueiiio eieueoei aiiiiiieioeiiaeo eeneio ia
oiciieia?/io aeoeaiinoue i?aia?aoia ie neioacoaaee
2-(4′-iaoee-3′-o?e-ooi?iaoeeaiieiii)- oa
2-[3′,4′-ain(o?eooi?iaoee)aiieiii]i?eioeiia? eeneioe (46, 47).

aea R = CH3 (46); R = CF3 (47).

?aiioa o aiaeaeie? ooi?i?aaii/ii? oiii? IIO IAI Oe?a?ie aoea
neioaciaaia N-(4-aeeooi?iaoeeo?ioai?e)aio?ai?eiaa eeneioa (aeeooi?aio).

Oeae i?aia?ao ia? i?ioecaiaeueiee, aiaeueaacoth/ee oa
aea?icieaeoaaeueiee aoaeoe. Ii i?ioecaiaeuei?e aeoeaiinoi aii aieueoa,
iiae a 1,3 ?aca, ia?aaa?oo? oeooaiai?iiaoth eeneioo.

sse neiaeo? c ii?iaiyiiy i?ioecaiaeueii?, aea?icieaeoaaeueii? oa
aiaeueaacoth/i? ae?? oeooaiai?iiai? oa iioeoiiai? eeneio, caiiia
aaicieueiiai yae?a, ii?aeiaiiai c ea?aieneeueiith a?oiith, ia
i??eaeeiiaa eieueoea i?eaiaeeoue aei iiaeneeaiiy oiciieia?/ii?
aeoeaiinoi i?aia?aoa.

15

O ca’yceo c oeei iaie aoei neioaciaaii aaoa?ioeeeei/iee aiaeia
aeeooi?aioa — 2-(4′-aeeooi?iaoeeo?iaiieiii)iieioeiiai? eeneioe (48).

I?e aca?iiaei? 4-aeeooi?iaoeeo?iaiieiia c aoeeiaei aoi?ii
2-oei?iieioeiiai? eeneioe aaea i?e oaiia?aoo?i 100-115 iN oa
aoiinoa?iiio oeneo ooai?th?oueny aoeeiaee aoi?
2-(4′-aeeooi?iaoee-oiiaiieii)iieioeiiai? eeneioe. Eoaeiee aiae?ieic
inoaiiueiai o iaoaiie? aea? iiaeeeainoue io?eiaoe niieoeo (48).

Aecia/aiiy aiieiai/ii? aeoeaiinoi iaea?aeaieo niieoe (37, 38, 39,
43, 44, 45, 46, 47 ,48) i?iaiaeeoueny a Iinoeoooi oa?iaeieiai? oa
oieneeieiai? AII Oe?a?ie (i. Ee?a).

sse iieacaee aei?iaoaaiiy, ?a/iaeie (37) oa (38) a aeineiaeaeaieo
aeicao i?aeoe/ii ia aeyaeythoue aiaeueaacoth/iai aoaeoo. I?e aaaaeaiii
a i?oi-iieiaeaiiy oaiieueiiai yae?a a?oie CH3 niinoa??aa?oueny
oaiaeaioeiy aei i?iyaeaiiy ?a/iaeiith (39) aiaeueaacoth/i? aeoeaiinoi.

Aaaaeaiiy ua iaei??? CF3-a?oie o aieueia iaoa-iieiaeaiiy
oaiieueiiai yae?a aiaeiinii aiiii-a?oie i?eaiaeeoue aei iiyae o niieoee
(43) cia/iiai aiaeueaacoth/iai aoaeoo.

Oaeei /eiii, ia iniia? iaea?aeaieo aeaieo iiaeia aeaanoe, ui
?icaeyiooee ?yae oiii/ieo niieoe ? ia?niaeoeaiei aeey iiooeo
iioaioeiaeueieo aiaeueaaoee?a, o yeeo a?aenooi?e ia?eioe/iee aoaeo.

AENIIAEE

1. Iieacaia iiaeeea?noue aeei?enoaiiy nenoai SF4-HF-Cl2(Br2) aeey
caiiie aiaeith o iane/aieo niieoeao ooi?ii. Anoaiiaeaii, ui cai?uaiiy
aiaeith o sp3-a?a?eaeeciaaiiai aoiia aoaeaoeth ooi?ii i?io?ea? a oeo
no?oeoo?ao, c yeeo eaaei ooai?ththoueny ea?aai??a? ?iie.

2. Iieacaii, ui aaiciei? oa oieo?eia? eeneioe i?ae aei?th nenoaie
SF4-HF-aaeiaaioth/ee aaaio ia ia?oie noaaei? ia?aoai?ththoueny o
aaici?eooi?eaee, ye? iinoyoue aaeiaai. I?e iiaeaeuaiii oaiia?aoo?e
inoaiii ?aaaothoue c /ioe?eooi?enoith ni?eith c ooai?aiiyi
a?iiaaicio?eooi?eaeia.

3. Anoaiiaeaii, ui i?e aca?iiaei? oieoieiaeo eeneio c SF4-HF-Br2
i?enooiinoue a?iio o ?aaeoeieiiio na?aaeiaeu? cia/ii caieueoo? aeoiaee
aiaeiiaiaeieo a?iiiaaieo o?eooi?iaoeeueieo iioiaeieo. A caeaaeiinoi aiae
eieueeinoi a?iio a nenoaii, ooai?ththoueny o?eooi?iaoeeaaiciee, ui
iinoyoue iaeei /e aeaa aoiia a?iio a iieaeoei.

4. Iieacaii, ui, ia aiaei?io aiae aaicieieo oa oieoieiaeo eeneio, i?e
aca?iiaei? ooaeaaeo eeneio c nenoaiith SF4-HF-aaeiaaioth/ee aaaio
nii/ao-

16

eo aiaeaoaa?oueny ia?aoai?aiiy ea?aieneeueieo a?oi o
o?eooi?iaoeeueii, i eeoa iioii aeaeo?ioieueia aaeiaaioaaiiy
aaicieueiiai eieueoey.

5. ?ic?iaeaii c?o/i? iaoiaee neioaco i?ioecaiaeueieo oa aiaeueaacoth/eo
i?aia?aoia oeoiieniio oa iioeoiiai? eeneioe aeniei? /enoioe c aoeeiaiai
aoi?o 2-oei?iieioeiiai? eeneioe c aenieei aeoiaeii.

6. ?ic?iaeaii aeaa c?o/ieo iaoiaee io?eiaiiy iaeiaeinooiiiai
2-iaoee-3-o?eooi?iaoeeaiieiio, yeee aeei?enoiao?oueny aeey neioaco
oeoiieniio.

7. Aia?oa caeieniaii neioac aiaeia?a oeoiieneia oa iioeoiiai?
eeneioe, ye? iinoyoue aeai o?eooi?iaoeeueii a?oie a aaicieueiiio yae?i.
Iieacaii, ui i?e aaaaeaiii ae?oai? o?eooi?iaoeeueii? a?oie a iieaeoeo
oeoiieniio aiaeueaacoth/a aeoeaiinoue eiai c?inoa? aaeai/i.

8. Neioaciaaii aaoa?ioeeeei/iee aiaeia i?ioecaiaeueiiai i?aia?aoo
aeeooi?aioo ?aaeoei?th eiiaeainaoei? aoeeiaiai aoi?o 2-oei?iieioeiiai?
eeneioe oa 4-aeeooi?iaoeeoiiaiieiio c aenieei aeoiaeii.

NIENIE I?AOeUe, IIOAE?EIAAIEO CA OAIITH AeENA?OAOe??

1. Eoioaiei A.A., Iaaeaeoiaea? O. Caiauaiea aiaei?iaea o ianuuaiiiai
aoiia oaea?iaea i?e aeaenoaee nenoaiu SF4-HF-Cl2. //O?oaeu
Iaeanneiai iieeoaoie/aneiai oieaa?neoaoa. — 1998.- N 1(5). — N.
251-254.

2. Eoioaiei A.A.,Iaaeaeoiaea? O. Acaeiiaeaenoaea a?iiaoe/aneeo oa-
eaaiaei?iaeia e eo i?iecaiaeiuo nenoaiaie SF4-HF-Cl2(Br2).// O?oaeu
iaeanneiai iieeoaoie/aneiai oieaa?neoaoa. — 1998. — Aui. 1(5). — N.
254-257.

3. Iaaeaeoiaea? O., Eoioaiei A.A.,ssaoiieueneee E.I. ?aaeoeey oieoe-
eiauo eeneio e eo caiauaiiuo n nenoaiie SF4-HF-Br2 //
Oe?.Oei.AEo?i. -1998.- O.64, Aui. 7. — N.58-65.

4. Eoioaiei A. A.,Iaaeaeoiaea? O. Acaaiiaeiy oieoieiaeo eeneio oa io
iioiaeieo c nenoaiith SF4-HF-Br2 .// Oace aeiiiaiaeae ia OVIII
Oe?aiinueea eiioa?aioeii c i?aaii/iii oeiee.-Aeiii?iiao?ianuee, — 1998,
— C. 335.

5. Yagupolskii L.M., Kunshenko B.V., Madjumder U.The intereaction of
organic compounds with SF4-HF-halogenating agent system. // Report on
the German-Russian-Ukranian symposium on fluorine
chemistry.-Novosibirsk, -1995 , — P.85 — 88.

6. Iaaeaeoiaea? O. Iiaue iaoiae iieo/aiey oeoieeneia e aai o?eooi?-
iaoeeueiuo i?iecaiaeiuo //Oacenu aeieeaaeia ia I eiioa?aioeee iieiaeuo
o/aiuo e nooaeaioia-oeieeia thaeiiai ?aaeiia Oe?aeiu. -Iaeanna,-
1998, -N.29.

17

AIIOAOe??

Iaaeaeoiaea? Ooiae. Aca?iiae?y aeeai?a, aaeiaaiaeeai?a oa
a?iiaoe/ieo ea?aiiiaeo eeneio c nenoaiith SF4-HF-aaeiaaioth/ee aaaio. —
?oeiien. Aeena?oaoe?y ia caeiaoooy iaoeiaiai nooiaiy eaiaeeaeaoa
o?i?/ieo iaoe ca niaoe?aeuei?noth 02.00.03 — i?aai?/ia o?i?y.
O?ceei-o?i?/iee ?inoeooo ?i.I.A.Aiaaonueeiai IAI Oe?a?ie, Iaeana, 1999.

Aeena?oaoe?y i?ena’y/aia aea/aiith aieeao ni?aa?aeiioaiiy
?aaaaio?a a nenoai? SF4-HF-aaeiaaioth/ee aaaio oa aeaeo?iiii? i?e?iaee
cai?niee?a o aeo?aeieo niieoeao ia iai?aaeaiiy ?aaeoe?e cai?uaiiy
aoii?a aiaeith a iane/aiiio aoii? aoaeaoey oa aeaeo?io?eueiiai
aaeiaaioaaiiy a aaicieueiiio yae??. Aia?oa cae?eniaii neioac aiaeia?a
i?ioecaiaeueieo ? aiaeueaacoth/eo i?aia?ao?a oeoi?en?io oa i?oeoiiai?
eeneioe, ye? i?noyoue aea? o?eooi?iaoeeuei? a?oie.

Eeth/ia? neiaa: /ioe?eooi?enoa n??ea, ooi?enoee aiaeaiue,
aaicio?eooi?eae, aaeiaai, aiaeueaacoth/?, i?oeoiiaa eeneioa.

Iaaeaeoiaea? Ooiae. Acaeiiaeaenoaea aeeaiia, aaeiaaiaeeaiia e
a?iiaoe/aneeo ea?aiiiauo eeneio n nenoaiie SF4-HF-aaeiaaie?othuee
aaaio. — ?oeiienue. Aeenna?oaoeey ia nieneaiea o/aiie noaiaie
eaiaeeaeaoa oeie/aneeo iaoe ii niaoeeaeueiinoe 02.00.03 — i?aaie/aneay
oeiey. Oeceei-oeie/aneee einoeooo ei.A.A.Aiaaoneiai IAI Oe?aeiu,
Iaeanna, 1999.

Aeenna?oaoeey iinayuaia eco/aieth aeeyiey niioiioaiey ?aaaaioia a
nenoaia SF4-HF-aaeiaaie?othuee aaaio e yeaeo?iiiie i?e?iaeu
caianoeoaeae a enoiaeiuo niaaeeiaieyo ia iai?aaeaiea ?aaeoeee caiauaiey
aoiiia aiaei?iaea o ianuuaiiiai oaea?iaeiiai aoiia e yeaeo?ioeeueiiai
aaeiaaie?iaaiey a aaicieueiii yae?a. Aia?aua inouanoaeai neioac
aiaeiaia i?ioeaiainiaeeoaeueiuo e aiaeueaace?othueo i?aia?aoia
oeoieeneia e ieoeoiiaie eeneiou, niaea?aeaueo aeaa o?eooi?iaoeeueiua
a?oiiu.

Eeth/aaua neiaa: /aou?aoooi?enoay na?a, ooi?enoue aiaei?iae,
aaicio?eooi?eae, aaeiaai, aiaeueaace?othuea, ieoeoiiaay eeneioa.

Majumder Utpal.Reactions of alkanes, halogenalkanes,and
aromatic carboxylic acids with system SF4-HF-halogenating
agent.-Mancript.Thesis for degree Candidate of Sciences by
speciality 02.00.03 — organic chemistry. A.V.Bogatsky Physico-Chemical
Institute of National Academy of Science of Ukraine,Odessa ,1999.

Dissertation is devoted to investigate reactions of alkanes,
halogenalkanes and aromatic carboxylic acids with system
SF4-HF-halogenating agent and to study influence of reagent ratio and
electron-nature of substituents on the route of hydrozen replacement in
saturated hydrocarbons, and on electrophillic halogenation in benzene
ring. Scope for using sulfur tetrafluoride for substitution of hydrozen
in saturated hydrocarbons by fluorine has been shown and it is
established that hy-

18

drozen replacement by fluorine occurs in those hydrocarbons for which
formation of carbenic ion is available. Reactions of benzoic, toluic,
phtalic acids and their derivatives with system SF4-HF-halogenating
agent are studied. It has been shown that halogenbenzoylfluorides formed
at the first step of the reactions of benzoic and toluoic acids, are
converted into corresponding benzotrifluorides at high reaction
temperature, while phtalic acids react with system SF4-HF-halogenating
agent, giving bis-(trifluoromethyl)benzenes at the first stage, which
are subsequently halogenated at severe conditions forming
halogen-containing bis-(trifluoromethyl)benzene. Ingestigation of
reactions of aromatic carboxylic acids with system offers to design a
one-step procedure for synthesis of halogenbenzotrifluorides. Suitable
methods for manufacture of anti-inflammatory and analgesic drugs are
designed. These methods envolve reaction of ethyl ester of
2-chloronicotinic acid with corresponding anilines. Two convinient
methods of preparation versatile intermadiate for synthesis of
anti-inflammatory and analgesic drugs(flunixin), are developed.
Analogues of niflumic acid containing two trifluoromethyl groups in
benzene nucleus are obtained with high yields. Heterocyclic analogue of
diflurant-anti-inflammatory drug is synthesized. It has been
established that introduction of second trifluoromethyl group
results in abrupt enhancement of analgesic activity.

Key words: sulpher tetrafluoride, hydrozen fluoride,
benzo-trifluoride, halogen, analgesic, niflumic acid.

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