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