Electrochemical cleavage of sulphones(II) — the influence of the electrogenerated bases in the cathodic reduction of allylic and benzylic sulphones

✍ Scribed by Jean-Yves Pape; Jacques Simonet

• Publisher: Elsevier Science
• Year: 1978
• Tongue: English
• Weight: 432 KB
• Volume: 23
• Category: Article
• ISSN: 0013-4686
• DOI: 10.1016/0013-4686(78)87044-3

✦ Synopsis

Airstract -Allylic and benzylicsulphones were reduced in aprotic solvents on a stationary mercury electrode. For slow sweep rates, it was shown that electrogenerated bases were able to deprotonate the substrate and consequently to form inactive anions. A comparison between the electrochemical behaviour of the allylic and the vinylic sulphones in protic and aprotic solvents is presented: the results of the electrolysis have to t&in account the deprotonation reaction and thd isomerization or some of the substrate.