RADICAL CHAIN ADDITION OF IODO-PERFLUOROALKANES TO ETHYLENIC OR ACETYLENIC SUBSTRATES - COMPARISON OF RATES OF IODINE ATOM TRANSFER FROM C4F9I TO SIGMA-VINYL AND SIGMA-ALKYL ALPHA-F-ALKYL RADICALS

被引：8

作者：

DAPREMONT, C

CALAS, P

COMMEYRAS, A

AMATORE, C

机构：

[1] ECOLE NORM SUPER,DEPT CHIM,CNRS,URA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCE

[2] UNIV MONTPELLIER 2,CNRS,URA 1097,F-34095 MONTPELLIER 05,FRANCE

来源：

JOURNAL OF FLUORINE CHEMISTRY | 1992年 / 56卷 / 02期

关键词：

D O I：

10.1016/S0022-1139(00)81106-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Under electrochemical activation, the addition of C4F9I to ethylenic or acetylenic substrates proceeds via a radical chain involving addition of C4F9 radicals to the multiple bond followed by iodine-atom transfer from C4F9I to the alkyl or vinyl alpha-F alkyl radical thus formed. Combined use of voltammetric and electrolytic techniques allows quantitative comparison of the reactivities of alkyl and vinyl radicals versus iodine-atom transfer from C4F9I.

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页码：249 / 258

页数：10

相关论文

共 34 条

[1] ABSOLUTE DETERMINATION OF ELECTRON CONSUMPTION IN TRANSIENT OR STEADY-STATE ELECTROCHEMICAL TECHNIQUES [J].

AMATORE, C ;

AZZABI, M ;

CALAS, P ;

JUTAND, A ;

LEFROU, C ;

ROLLIN, Y .

JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1990, 288 (1-2) :45-63

[2] SOME APPROACHES TO THE SYNTHESIS OF FLUORINATED ALCOHOLS AND ESTERS .2. USE OF F-ALKYL IODIDES FOR THE SYNTHESIS OF F-ALKYL ALKANOLS [J].

BRACE, NO .

JOURNAL OF FLUORINE CHEMISTRY, 1982, 20 (03) :313-327

[3] EVIDENCE FOR FREE-RADICAL REDUCTIVE DEHALOGENATION IN REACTION OF ZINC AND ACID WITH 1-PERFLUOROALKYL-2-IODOALKANES AND WITH 1-PERFLUOROALKYL-2-IODOALKENES [J].

BRACE, NO ;

VANELSWYK, JE .

JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (05) :766-771

[4] AN EFFICIENT ELECTROCHEMICAL ROUTE TO (PERFLUOROALKYL)ALKYNES [J].

CALAS, P ;

MOREAU, P ;

COMMEYRAS, A .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1982, (08) :433-434

[5] ELECTROCHEMICAL INITIATION OF RADICAL CHAIN ADDITION OF F-NORMAL-BUTYL IODIDE TO ACETYLENIC ALCOHOLS - CYCLIC VOLTAMMETRIC INVESTIGATION OF THE MECHANISM [J].

CALAS, P ;

AMATORE, C ;

GOMEZ, L ;

COMMEYRAS, A .

JOURNAL OF FLUORINE CHEMISTRY, 1990, 49 (02) :247-261

[6]

CALAS P, 1981, Patent No. 244364

[7]

CALAS P, 1980, Patent No. 15128

[8] A NEW ADDITION OF FLUOROALKYL IODIDES TO ALKENES CATALYZED BY RANEY-NICKEL [J].

CHEN, QY ;

YANG, ZY .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (07) :498-499

[9] PERFLUOROALKYLATION OF 2-MERCAPTOBENZOTHIAZOLE AND ITS ANALOGS WITH PERFLUOROALKYL IODIDES BY AN SRN1 REACTION [J].

CHEN, QY ;

CHEN, MJ .

JOURNAL OF FLUORINE CHEMISTRY, 1991, 51 (01) :21-32

[10] IRON-CATALYZED ADDITION-REACTION OF FLUOROALKYL IODIDES TO ALKENES [J].

CHEN, QY ;

HE, YB ;

YANG, ZY .

JOURNAL OF FLUORINE CHEMISTRY, 1986, 34 (02) :255-258

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