Unusual Formation of an Azaphospholene from 1,3,4,5-Tetramethylimidazol-2-ylidene and Di(isopropyl)aminophosphaalkyne

Abstract

Intramolecular C-H insertion into the methyl group of the amino substituent of 1 is shown by density functional theory calculations to stabilize this intermediate in the formation of the novel 1:1 carbene-phosphaalkyne adduct 2. Compound 2 is formed in near quantitative yield by reaction of 1,3,4,5-tetramethylimidazol-2-ylidene with P≡CNiPr₂ .