THEORY AND EXPERIMENTAL ILLUSTRATION OF PREPARATIVE ELECTROCHEMISTRY USING REDOX CATALYSIS OF ELECTRON-TRANSFER INITIATED RADICAL CHAIN-REACTIONS - APPLICATION TO THE CROSS-COUPLING BETWEEN ARYL HALIDES AND PHENOXIDE IONS

被引：43

作者：

ALAM, N

AMATORE, C

COMBELLAS, C

THIEBAULT, A

VERPEAUX, JN

机构：

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

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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 26期

关键词：

D O I：

10.1021/jo00313a022

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general equation predicting the yield of electron transfer initiated radical chain reaction (S(RN)1 and related mechanisms) under preparative electrochemical conditions is given for situations where the electron-transfer activation of the chain is performed by means of a redox mediator. Simple tests, allowing for the choice of proper redox mediator, are given, and their origins established and discussed. The validity and application of this simple model is shown and discussed for the case of the S(RN)1-like reaction involving di-tert-butylphenoxide as a nucleophile, to afford biaryls of interest for their properties in nonlinear optics.

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页码：6347 / 6356

页数：10

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