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4957942 
Journal Article 
Cathodic behaviour of 1-cycloalken-1-yl phenyl sulfones. I. Competition among dimerization, cleavage, isomerization and oligomerization processes in aprotic media 
Prigent, S; Cauliez, P; Simonet, J; Peters, DG 
1999 
Yes 
Acta Chemica Scandinavica
ISSN: 0904-213X
EISSN: 1902-3103 
53 
10 
892-900 
1-Cycloalken-1-yl phenyl sulfones la and Ib have been studied electrochemically in aprotic media (N,N-dimethylformamide, dimethyl sulfoxide, or acetonitrile containing tetraalkylammonium salts) at a mercury electrode. Their behaviour has been compared with that of 2-norbornen-2-yl phenyl sulfone Ic. The expected cleavage reaction is accompanied by a concomitant isomerization process into allyl sulfones that is triggered by electrogenerated bases. A quantitative determination of the product distribution during controlled-potential electrolyses suggests the formation of dimers and oligomeric species, arising through a Michael addition of the sulfone anions to the activated double bond of these sulfones. 
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