PREPARATION OF BENZYLSTANNANES BY ZINC-MEDIATED COUPLING OF BENZYL BROMIDES WITH ORGANOTIN DERIVATIVES - PHYSICOCHEMICAL CHARACTERIZATION AND CRYSTAL-STRUCTURES

Benzyltrialkyl- (1-13) and benzyltriphenylstannanes (16-22) have been easily prepared in a one-pot synthesis via coupling reaction of benzyl bromide derivatives (C6H5CH2Br and XYC(6)H(3)CH(2)Br, X = H, Y = o-, m-, p-CH3, o-, m-, p-F, o-, m-Cl, and p-Br; X = o-F, Y = p-Br) with R( 3)SnCl compounds (R = Et, Pr, Bu, and Ph) in THF/H2O (NH4Cl) medium me diated by zinc powder. Such coupling also occurs with(Bu(3)Sn)(2)O. Di benzyldibutylstannane (15) is prepared by reaction of benzyl bromide w ith Bu(2)SnCl(2) or (Bu(2)SnCl)(2)O, and (2-naphthylmethyl)tributylsta nnane (14) by reaction of 2-(bromomethyl)naphthalene with Bu(3)SnCl. C -13- and Sn-119-NMR data are reported for all compounds, and Mossbauer data for benzyltributylstannanes 10 and 11 and benzyltriphenylstannan es 16-18 and 20-22. The crystal structures of Ph(3)SnBn, with Bn = o- (17) and m-ClC6H4CH2 (18) and o- (20) and m-FC6H4CH2 (21) have been de termined.