Tetraneophyltin and its derivatives: The effects of steric hindrance in organotin chemistry

Article abstract of DOI:10.1021/ic50035a021

Tetraneophyltin has been prepared and its chemical reactions and derivatives subjected to study. The very severe steric crowding inhibits tin-carbon bond cleavage reactions in the tetraneophyltin or chloride displacement reactions in trineophyltin chloride. By various techniques the following compounds were prepared : [C₆H₅C(CH₃)₂CH₂] ₃SnX: X = F, Cl, Br, I, OH, S_1/2, N₃, NO₃, ClO₄, O₂CCH₃, O₂CCF₃, O₂CH. The fluoride is a low-melting, hydrocarbon-soluble derivative; the acetate, formate, and perfluoroacetate have normal ester carbonyl absorptions (1650-1700 cm.^-1). The nitrate and perchlorate are both bidentate ligands attached to five-coordinate tin atoms; all other derivatives have four-coordinate tin atoms. Neither the hydrosulfide nor the oxide (X = SH, O_1/2) could be prepared. The infrared, nuclear magnetic resonance, and M?ssbauer spectra of these compounds have been correlated.