Unimolecular alcoholysis of organosilicon halides of the type (Me3Si)2C(SiMe2OMe)(SiR′2X). Anchimeric assistance by and migration of the OMe group

Abstract

The compound R₂C(SiMe₂Ome)(SiMe₂Cl)(R = SiMe₃ throughout) reacts more rapidly with CF₃CH₂OH than with MeOH, and R₂C(SiMe₂OMe)(SiPh₂Br) reacts with EtOH to give exclusively the rearranged product R₂C(SiMe₂OEt)(SiPh₂OMe), indicating that the rate-determining step of the solvolyses involves formation of a methoxy-bridged cation; migration of the OMe group also occurs in the reaction of the bromide with AgBF₄.