N,O-, N,N-, N,S- AND N,N,S-HETEROCYCLES WITH AN EXOCYCLIC AMINOGROUP IN THE SYNTHESIS OF 1,5,3,7-DIAZADIPHOSPHACYCLOOCTANES

Abstract

New 1,5,3,7-diazadiphosphacyclooctanes with N,O-, N,N-, N,S- and N,N,S-heterocyclic substituents at nitrogen atoms were synthesized. The influence of amines containing sp2-hybridized nitrogen atom on the ortho-position of the heterocyclic substituent on the result of a Mannich condensation of primary phosphines, paraformaldehyde and primary amines is revealed. The stabilization of intermediate acyclic products – aminomethyl(hydroxymethyl)arylphosphines and bis(aminomethyl)arylphosphines due to amino-imine tautomerism is a reason of the low yield of cyclic diphosphines on the base of above mentioned amines.