ELECTROCHEMICAL-BEHAVIOR OF AROMATIC-POLYSULFONES - II - CATHODIC REDUCTION OF O-BIS(ALKYLSULFONYL)BENZENES IN APROTIC MEDIA IN THE PRESENCE OF ALIPHATIC HALIDES

Citation
P. Cauliez et al., ELECTROCHEMICAL-BEHAVIOR OF AROMATIC-POLYSULFONES - II - CATHODIC REDUCTION OF O-BIS(ALKYLSULFONYL)BENZENES IN APROTIC MEDIA IN THE PRESENCE OF ALIPHATIC HALIDES, New journal of chemistry, 22(3), 1998, pp. 253-261
Citations number
38
Categorie Soggetti
Chemistry
Journal title
ISSN journal
11440546
Volume
22
Issue
3
Year of publication
1998
Pages
253 - 261
Database
ISI
SICI code
1144-0546(1998)22:3<253:EOA-I->2.0.ZU;2-7
Abstract
o-Bis(alkylsulfonyl)benzenes taken as disulfonylbenzene model substrat es lead unexpectedly, under cathodic reduction performed in aprotic me dia in the presence of an excess of alkyl halide, to an alkylation con comitantly with a monocleavage reaction. The formation mechanism of th ese alkylated aromatic monosulfones is discussed on the basis of an el ectron-transfer reaction between the sulfone anion radical and the org anic halide followed by a radical coupling.