Tetrahydro-benzazaphosphorine

Abstract

The preparation of o-aminobenzylphosphine employing a two-step reduction process of dimethyl or di-n-butyl o-nitrobenzylphosphonate is described. The condensation of o-aminobenzylphosphine with aldehydes and ketones gave substituted tetrahydro-1.3-benzazaphosphorines. These P, N-heterocycles are stable toward influence of water. Ammonium and phosphonium salts are obtained by reactions of tetrahydro-1.3-benzazaphosphorines with HCl and CH₃ I respectively. The structures of the products is elucidated by investigating their infraread and ³¹P-nuclear magnetic resonance spectra.