Abstract

New 1,5,3,7-diazadiphosphacyclooctanes with N,O-, N,N-, N,S-, and N,N,S-heterocyclic substituents at the nitrogen atoms have been synthesized. The influence of the nature of amines containing sp²-hybridized nitrogen atom in the ortho-position of the heterocyclic substituent on the result of Mannich condensation in phosphine–paraformaldehyde–primary amine system has been revealed. The stabilization of intermediate acyclic products—aminomethyl(hydroxymethyl)arylphosphines and bis(aminomethyl)arylphosphines—due to amino–imine tautomerism is responsible for the low yield of the target cyclic diphosphines based on the above amines.

中文翻译：

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具有环外氨基的 N,O-、N,N-、N,S- 和 N,N,S- 杂环在 1,5,3,7-二氮杂二磷环辛烷的合成中

摘要

合成了氮原子上带有 N,O-、N,N-、N,S- 和 N,N,S- 杂环取代基的新型 1,5,3,7-二氮杂二磷环辛烷。揭示了杂环取代基邻位含有sp 2 杂化氮原子的胺的性质对膦-多聚甲醛-伯胺体系中曼尼希缩合结果^的影响。由于氨基-亚胺互变异构作用，中间体无环产物——氨甲基（羟甲基）芳基膦和双（氨甲基）芳基膦的稳定化是基于上述胺的目标环状二膦收率低的原因。