Synthesis of phosphoranes by using N-chlorodi-isopropylamine

Abstract

A wide range of cyclic and acyclic tervalent phosphorus compounds condense with 1,2- or 1,3-glycols, or with catechols, in the presence of N-chlorodi-isopropylamine, to give di-isopropylammonium chloride and the corresponding cyclic phosphoranes containing 1,3,2-dioxaphospholan or 1,3,2-dioxaphosphorinan rings. The variable-temperature n.m.r. spectra of a number of the new phosphoranes are recorded and interpreted in accord with previous data on relative apicophilicities of groups and ring-strain effects.