Internal nucleophilic displacements within silanolate ions. A new mechanism of substitution at silicon
Abstract
Unimolecular dissociation of –O–(X)Si< species to give X– and OSi
(which immediately reacts with the solvent) is postulated to account for (a) features of the base-catalysed cleavage of R–Si bonds in solutions of RSiMe2OMe (R =m-ClC6H4CH2 or PhC
C) in 5% H2O–MeOH and (b) the rapid conversion of (Me3Si)3CSiPh(OH)I into (Me3Si)3CSiPh(OH)(OMe) by methanolic MeONa.