N,O-, N,N-, N,S-, and N,N,S-Heterocycles with an Exocyclic Amino Group in the Synthesis of 1,5,3,7-Diazadiphosphacyclooctanes

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 sp 2 -hybridized nitrogen atom in the ortho -position of the heterocyclic substituent on the result of Manni...

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Bibliographic Details
Published in:Doklady. Chemistry 2023-10, Vol.510 (2), p.142-148
Main Authors: Spiridonova, Yu. S., Litvinov, I. A., Musina, E. I., Karasik, A. A.
Format: Article
Language:English
Subjects:
Amines
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Condensates
Industrial Chemistry/Chemical Engineering
Nitrogen atoms
Phosphines
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Summary: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 sp 2 -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.
ISSN:0012-5008
1608-3113
DOI:10.1134/S0012500823600438