Related Experiment Video
Updated: Mar 2, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of PhosphorusI
Published on: November 22, 2016
Facile Phenylphosphinidene Transfer Reactions from Carbene-Phosphinidene Zinc Complexes
Tetiana Krachko1, Mark Bispinghoff2, Aaron M Tondreau2
1Van't Hoff Institute for Molecular Sciences, University of Amsterdam, Science Park 904, PO Box 94157, 1090 GD, Amsterdam, The Netherlands.
Abstract:
Phosphinidenes [R-P] are convenient P1 building blocks for the synthesis of a plethora of organophosphorus compounds. Thus far, transition-metal-complexed phosphinidenes have been used for their singlet ground-state reactivity to promote selective addition and insertion reactions. One disadvantage of this approach is that after transfer of the P1 moiety to the substrate, a challenging demetallation step is required to provide the free phosphine. We report a simple method that enables the Lewis acid promoted transfer of phenylphosphinidene, [PhP], from NHC=PPh adducts (NHC=N-heterocyclic carbene) to various substrates to produce directly uncoordinated phosphorus heterocycles that are difficult to obtain otherwise.
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