Kinetics of the protodestannylation of vinyltrialkyltins and substituted vinyltrialkyltins

Article abstract of DOI:10.1021/om00064a004

Results of a kinetic study of the protodestanoylation of number of vinyltrialkyltins and substituted vinyltrialkyltins by hydrogen chloride in methanol-water are reported. The relative rate constants are consistent with a steric sequence and open transition state. Substitution of a methyl group or phenyl group on the β-carbon leads to rate enhancement but in lesser magnitude than in the iodosttannyletion reaction. The effect of the concentration of water in methanol has been studied, Triphenylvinyltin underwent reaction with 2,4-dinitrobenzenesulfenyl chloride with the result that a tin-phenyl bond was cleaved