Organometallic reactions. Part XVIII. The reactions of N-sulphinyltoluene-p-sulphonamide and of N-(2,2,2-trichloroethylidene)toluene-p-sulphonamide with some tributyltin–oxygen and –nitrogen compounds

Abstract

The sulphonyl group in the structures p-MeC₆H₄·SO₂·N:CH·CCl₃ and p-MeC₆H₄·SO₂·N:S:O activates the adjacent N:S or N:C double bond, so that both these compounds react very readily with a variety of tributyltin–oxygen and –nitrogen compounds. The adducts of N-sulphinyltoluene-p-sulphonamide with bistributyltin oxide and hexabutyl-N-phenyldistannazane readily eliminate NN-bistributylstannyltoluene-p-sulphonamide, which will react with toluene-p-sulphonamide itself to give N-tributylstannyltoluene-p-sulphonamide. N-(2,2,2-Trichloroethylidene)toluene-p-sulphonamide has acceptor properties similar to, but rather weaker than, those of chloral.