Reactions of Phosphonioalkyl Derivatives of Phenylhydrazine and Hydroxylamine

Triphenyl- and tributyl2-(2-phenylhydrazino)ethyl]phosphonium salts undergo dehydrogenation on heating to form the corresponding phenylhydrazones in high yields. The phenylhydrazone formed from the triphenylphosphonium salt can also be prepared from triphenyl(1-alkoxy-2-bromoethyl)phosphonium bromides. The latter reaction is proposed to involve reduction of the COC group with phenylhydrazine. N,N-Diphosphonioethylation and N,N-diphosphoniopropylation of hydroxylamine are performed. Alkaline hydrolysis of the resulting diphosphonium salts gave N, N-bis2-(diphenylphosphoryl)ethyl(propyl)]hydroxylamines in high yields.__________Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 7, 2005, pp. 1132–1136.Original Russian Text Copyright © 2005 by Ovakimyan, Barsegyan, Kikoyan, Indzhikyan.