COUPLING BETWEEN RADICAL AND ANION IN THE OUTERSPHERE OXIDATION OF ALPHA-SULFONYL CARBANIONS - ITS ROLE ON THE PRODUCT DISTRIBUTION BETWEEN DIMERIC OLEFIN AND DISULFONE

被引：16

作者：

AMATORE, C ^{[1
]}

ELMOUSTAFID, T ^{[1
]}

ROLANDO, C ^{[1
]}

THIEBAULT, A ^{[1
]}

VERPEAUX, JN ^{[1
]}

机构：

[1] ECOLE SUPER PHYS & CHIM IND VILLE PARIS,CHIM & ELECTROCHIM MAT MOLEC LAB,CNRS,URA 429,F-75231 PARIS 05,FRANCE

来源：

TETRAHEDRON | 1991年 / 47卷 / 4-5期

关键词：

D O I：

10.1016/S0040-4020(01)87067-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The electrochemical oxidation of alpha-sulfonyl carbanions is shown to involve a coupling reaction between the electrogenerated radical and the parent anionic species, both on preparative and kinetic grounds. Two routes compete for the further evolution of the ensuing anion radical: (i) a two step desulfonylation leading to the dimeric olefin, the product of an overall catalytic process, (ii) or further oxidation leading to the dimeric disulfone. Relevance of this mechanism to transition metal oxidations of alpha-sulfonyl carbanions is examined.

引用

页码：777 / 789

页数：13

共 39 条

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