Solvolysis of β,β-dialkylvinyliodonium salt: Primary vinyl cation intermediate and alkyl participation

Article abstract of DOI:10.1246/cl.1998.1177

Solvolysis of both E and Z isomers of a β,β-dialkylvinyl-(phenyl)iodonium salt gave extensively rearranged products. A mechanism involving a primary vinyl cation intermediate as well as the alkyl participation leading to secondary vinyl cations is proposed.