Predominance of unrearranged products in the reactions of the iodide (Me3Si)3CSi(CD3)2I with silver salts, and its mechanistic implications
Abstract
In the title reactions, unrearranged products (Me3Si)3C[Si(CD3)2Y] usually predominate over their rearranged isomers (Me3Si)2C[Si(CD3)2Me](SiMe2Y), revealing the inadequacy of the simplest mechanistic picture in which the two bridged silicon centres in a methyl-bridged cationic intermediate are equally available for attachment of a nucleophile.