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 O![[double bond, length half m-dash]](https://www.rsc.org/images/entities/char_e006.gif) Si
Si![[double bond splayed right]](https://www.rsc.org/images/entities/char_e00a.gif) (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
(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![[triple bond, length half m-dash]](https://www.rsc.org/images/entities/char_e007.gif) C) in 5% H2O–MeOH and (b) the rapid conversion of (Me3Si)3CSiPh(OH)I into (Me3Si)3CSiPh(OH)(OMe) by methanolic MeONa.
C) in 5% H2O–MeOH and (b) the rapid conversion of (Me3Si)3CSiPh(OH)I into (Me3Si)3CSiPh(OH)(OMe) by methanolic MeONa.
 
                



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