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Updated: Sep 9, 2025

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of PhosphorusI
Published on: November 22, 2016
A facile route to cis-olefin-linked phosphino-phosphonium salts of the form: [Ph2PC(R)C(H)P(R')2H][AlCl4]
Nahil Al-Zuhaika1, Simon Severin1,2, Madeleine D Schmuckler1
1Department of Chemistry, University of Toronto, 80 St. George St, Toronto, ON, M5S3H6, Canada. dstephan@chem.utoronto.ca.
Abstract:
The diphenylphosphirenium salts of the form [Ph2PC(R)C(H)][AlCl4] are readily generated and select examples react with secondary phosphines, R2PH, to give dissymmetric bidentate phosphonium salts, [Ph2PC(R)C(H)P(R')2H][AlCl4]. While these reactions work well for sterically encumbered combinations of the phosphirenium cations and secondary phosphines (R = tBu, Cy, Mes), less encumbered combinations provide a mixture of products arising from alkyne displacement. As expected the protonated bis-phosphine salts are easily deprotonated, demonstrating easy access to a rare class of dissymmetric bidentate phosphine ligands.
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