Issue 1, 1975

Structure and decomposition of a Staudinger reaction intermediate [1-methyl-(or phenyl-)3-tris(dimethylamino)phosphoranylidenetriazene]

Abstract

Unstable intermediates (Me2N)3PN3R have been isolated from Staudinger reactions between hexamethylphosphorous triamide and methyl or phenyl azides. N.m.r. data strongly support the presence of a linear skeletal P[double bond, length half m-dash]N–N[double bond, length half m-dash]N framework in these compounds. Kinetic studies of the thermal decomposition of the phenyl derivative in methoxybenzene has afforded activation parameters (ΔH 95 KJ mol–1; ΔS–40 J mol–1 K–1) indicative of a constrained transition state for this decomposition.

Article information

Article type
Paper

J. Chem. Soc., Dalton Trans., 1975, 16-18

Structure and decomposition of a Staudinger reaction intermediate [1-methyl-(or phenyl-)3-tris(dimethylamino)phosphoranylidenetriazene]

H. Goldwhite, P. Gysegem, S. Schow and C. Swyke, J. Chem. Soc., Dalton Trans., 1975, 16 DOI: 10.1039/DT9750000016

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