Constitution of the adducts derived from tertiary phosphine oxides and arenesulphonamides

Abstract

Evidence that tertiary phosphine oxides and arenesulphonamides combine in a 1 : 1 molecular ratio to form strongly hydrogen-bonded adducts, which do not dissociate in chloroform solution, is obtained from molecular weight, conductance, ¹H and ³¹P n.m.r., and i.r. spectral measurements. Tertiary phosphines and anhydrous Chloramine-T give phosphine imides, which in the presence of water are hydrolysed to give the corresponding phosphine oxides and toluene-p-sulphonamide. Evidence is adduced supporting the six-membered, hydrogen-bonded, cyclic structure (VIII) for these adducts.