Reactions of Halides of Tervalent Phosphorus with Imines and -Diimines

Abstract

Abstract Isobutylidenebutylamine reacts with phosphorus trichloride in the presence of organic bases to give N-butyl-N-isobutenylamidodichloro-or bis(N-butyl-N-isobutenylamido)chlorophosphites depending on the ratio of reagents. Reasons are given in Eavour of the reaction beginning with the nucleophilic attack of the nitrogen atom of the imine on the electrondeficient phosphorus atom of the chloride. Reactions of ethyldichloro- and diethylchlorophosphites with benzylidenmethylamine produce 2-chloro- and 2-ethyl-2-oxo-1,4,2-diazaphospholanes respectively. Interaction of diethylchlorophosphite with benzylidenmethylamine in the presence of triethyphosphite results in the formation of diethyl. (N-methyl-N-α-diethylphosphonobenzylamido)phosphite. As a result of interaction of bis(diethylamino)chlorophosphine with NIN-dibutyl-2,3-butandiimine in the presence of triethylamine new compounds (2-diethylamino-1,3-dibutyl-4,5-dimethyl-1,3,2-diazaphospholane and 4,8-dibutyl-3,7-bis(diethylamino)-[3.3.01-bicyclooctadie...