Electrochemical Reduction of Aryl thiocyanates: A Unique Autocatalytic Process and Evidence for a Concerted-Stepwise Mechanism Transition.

摘要

Important aspects of the electrochemical reduction of aryl thiocyanates were investigated.A striking change in the reductive cleavage mechanism as a function of the substituent on the aryl ring of the aryl thiocyanate is observed.A similar behavior has been reported for benzyl halides.This is different from what is widely reported for aryl halides where a stepwise mechanism is taking place regardless of the nature of the substituents on the aryl group.With nitro substituents,a stepwise mechanism involving the intermediacy of the radical anion takes place.