Reaction of (Me3Si)2C(SiMe2Ph)(SiEt2I) with AgBF4. 1,3-Migration of the phenyl group

Abstract

The reaction of (Me₃Si)₂C(SiMe₂Ph)(SiEt₂I) with AgBF₄ in Et₂O has been shown to give a ca. 2:3 ratio of the unrearranged (Me₃Si)₂C (SiMe₂Ph)(SiEt₂F) and the rearranged (Me₃Si)₂C (SiEt₂Ph)(SiMe₂F). The reaction is thought to proceed via a cation, II, in which there is a 1,3-phenyl bridge between silicon atoms. Reaction of the organolithium reagent (Me₃Si)₂C(SiMe₂Ph)Li, R′Li, with Me₂SiHCl, Et₂SiHCl, Et₂SiF₂ and Et₂SiCl₂ gives the products R′SiMe₂H, R′SiEt₂H, R′SiEt₂F and R′SiEt₂Cl, respectively.