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Updated: May 7, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of PhosphorusI
Published on: November 22, 2016
Organophosphinidene in a T-Shaped Environment
Elaina Bourque1, Douglas Turnbull1, Keyu Zhou1
1Department of Chemistry, McGill University, 801 Sherbrooke St. West, Montreal, Quebec H3A 2K6, Canada.
Researchers isolated a singlet organophosphinidene stabilized by a rigid anthracenyl group. This compound exhibits behavior analogous to known singlet phosphinidene sources, confirmed by computational and reactivity studies.
Area of Science:
- Organometallic Chemistry
- Inorganic Chemistry
- Computational Chemistry
Background:
- Singlet organophosphinidenes are reactive intermediates.
- Stabilizing these species is crucial for understanding their chemistry.
- Anthracene-based ligands offer unique steric and electronic properties.
Purpose of the Study:
- To isolate and characterize a novel singlet organophosphinidene.
- To investigate the stabilizing role of a rigid 1,8-disubstituted anthracenyl ligand.
- To elucidate the electronic structure and reactivity of the synthesized phosphinidene.
Main Methods:
- Synthesis and isolation of the organophosphinidene complex.
- In-depth computational analysis (e.g., DFT calculations).
- Targeted reactivity studies to probe phosphinidene behavior.
Main Results:
- Successful isolation and full characterization of a singlet organophosphinidene.
- The anthracenyl ligand provides weak stabilization via intramolecular P···N interactions.
- Computational and reactivity data confirm its nature as a singlet phosphinidene source.
Conclusions:
- A stable singlet organophosphinidene has been synthesized and characterized.
- The rigid anthracenyl scaffold effectively supports the P(+1) state.
- This work provides insights into the stabilization and reactivity of low-valent phosphorus species.
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