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
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.
Cathodic cleavage of heteroarylalkylsulfones : A facile route to long chain aliphatic sulfinates and relevant sulfones.
作者:Jacques Delaunay、Gilles Mabon、Mohamed Chaquiq El Badre、Armelle Orliac、Jacques Simonet
DOI:10.1016/0040-4039(92)88163-y
日期:1992.4
Heteroarylalkylsulfones -mainly pyridylalkylsulfones- exhibit a cathodic cleavage reaction producing alkanesulfinate anion in high yield. This reaction is tested with long chain alkyl groups and allows an easy synthesis of aliphatic sulfinic acids.