Reactions of tris(dimethylamino)stibine with organic compounds

Abstract

Tris(dimethylamino)stibine (I) reacts with aldehydes and ketones to give gem-diamines and enamines. The reaction with acetic anhydride gives NN-dimethylacetamide along with stibine oxide or tris(acetoxy)stibine. depending upon the conditions. Reactions of tris(dimethylamino)stibine (I) with carbon dioxide, phenyl isocyanate, and phenyl isothiocyanate afford the triscarbamato-, ureido-, and thioureido-derivative of stibine, as the result of insertion of the heterocumulenes across the antimony–nitrogen bonds in tris(dimethylamino)stibine.