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.