Formation of Novel Phospha(PV)azenes via a Redox Condensation Process between Phosphorus(III) Compounds and Azodicarbonamide

Shmuel Bittner; Yonit Assaf; Martin Pomerantz

doi:10.1021/jo00340a021

Formation of Novel Phospha(P^V)azenes via a Redox Condensation Process between Phosphorus(III) Compounds and Azodicarbonamide

Shmuel Bittner, Yonit Assaf, Martin Pomerantz

Department of Chemistry

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Abstract

A new class of N-acylphospha(P^V)azenes (3, R₃P=NCONHNHCONH₂) was prepared by a rather novel redox condensation process using azodicarbonamide (1) and a variety of phosphines (2). The synthesis is simple and appears to be quite general. Structure proof rests on microanalysis as well as on IR, mass, and ¹H NMR spectroscopy. A possible mechanism is proposed.

Original language	English
Pages (from-to)	99-101
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	47
Issue number	1
DOIs	https://doi.org/10.1021/jo00340a021
State	Published - 1 Jan 1982

ASJC Scopus subject areas

Organic Chemistry

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abstract = "A new class of N-acylphospha(PV)azenes (3, R3P=NCONHNHCONH2) was prepared by a rather novel redox condensation process using azodicarbonamide (1) and a variety of phosphines (2). The synthesis is simple and appears to be quite general. Structure proof rests on microanalysis as well as on IR, mass, and 1H NMR spectroscopy. A possible mechanism is proposed.",

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AB - A new class of N-acylphospha(PV)azenes (3, R3P=NCONHNHCONH2) was prepared by a rather novel redox condensation process using azodicarbonamide (1) and a variety of phosphines (2). The synthesis is simple and appears to be quite general. Structure proof rests on microanalysis as well as on IR, mass, and 1H NMR spectroscopy. A possible mechanism is proposed.

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Formation of Novel Phospha(P^V)azenes via a Redox Condensation Process between Phosphorus(III) Compounds and Azodicarbonamide

Abstract

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