Issue 77, 2025

A facile route to cis-olefin-linked phosphino-phosphonium salts of the form: [Ph2PC(R)C(H)P(R′)2H][AlCl4]

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.

Graphical abstract: A facile route to cis-olefin-linked phosphino-phosphonium salts of the form: [Ph2PC(R)C(H)P(R′)2H][AlCl4]

Supplementary files

Article information

Article type
Communication
Submitted
18 Jun 2025
Accepted
14 Aug 2025
First published
18 Aug 2025
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2025,61, 14967-14970

A facile route to cis-olefin-linked phosphino-phosphonium salts of the form: [Ph2PC(R)C(H)P(R′)2H][AlCl4]

N. Al-Zuhaika, S. Severin, M. D. Schmuckler, A. J. Lough and D. W. Stephan, Chem. Commun., 2025, 61, 14967 DOI: 10.1039/D5CC03456F

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