Selective electrochemical oxidation of heteroatom compounds having both silicon and tin on the same carbon as electroauxiliaries

摘要: Abstract The selective electrochemical oxidation of heteroatom compounds having two different electroauxiliaries, i.e. silicon and tin, on the same α-carbon was examined. potentials such were found to be similar those corresponding only indicating predominant role tin over that silicon. HOMO levels obtained by molecular orbital calculations consistent with experimental results. calculation cation radical suggests cleavage CSn bond oxidation. Preparative gave rise introduction a nucleophile carbon. CSi not affected at all. product can also further oxidized using silyl group as an electroauxiliary. second proceeded smoothly cleave introduced present study indicates feasibility redox potential based sequential transformation electroauxiliaries.