Regioselective reactions of sulfur, selenium and tellurium chlorides with allyl trimethyl silane

Electrophilic addition of SCl2, SeCl2 and SeCl4 to 2 equivalents of allyl trimethyl silane proceeds regioselectively to give bis[2-chloro-3-(trimethylsilyl)propyl] sulfide, selenide and selenium dichloride, respectively. The reaction with TeCl4 affords only diallyl tellurium dichloride. The structures of the compounds were confirmed by 1H, 13C, 77Se and 125Te NMR techniques.