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Updated: Apr 12, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of PhosphorusI
Published on: November 22, 2016
Trimethylphosphine-Stabilized (Cyano)Phosphinidene: A Versatile PCN Transfer Reagent.
Huaxin Zhang1,2, Keqin Wu1, Qiuming Liang1
1Department of Chemistry, School of Sciences, Great Bay University, Dongguan, China.
Researchers synthesized a neutral (cyano)phosphinidene adduct (PCN) using phosphorus tricyanide and trimethylphosphine. This stable adduct acts as a versatile reagent for transferring the PCN unit into new molecular structures.
Area of Science:
- Main group element chemistry
- Organophosphorus chemistry
- Synthetic methodology
Background:
- Phosphorus-containing building blocks are essential for synthetic chemistry.
- The cyano-phosphinidene (PCN) unit is key for molecular frameworks.
- Neutral PCN molecules are difficult to isolate and use.
Purpose of the Study:
- To develop a straightforward synthesis for neutral PCN molecules.
- To explore the reactivity of these novel compounds.
- To enable the integration of the PCN unit into complex systems.
Main Methods:
- Reaction of phosphorus tricyanide with various trialkylphosphines.
- Spectroscopic, structural, and computational analyses.
- Investigation of the PCN transfer capabilities.
Main Results:
- A straightforward synthesis of the neutral (cyano)phosphinidene adduct, Me3P─PCN, was achieved.
- Stable adducts R3P─PCN were synthesized using different trialkylphosphines.
- The Me3P─PCN adduct features a polarized P─P bond.
- The adduct serves as an efficient PCN transfer reagent.
Conclusions:
- The developed method provides access to neutral PCN adducts.
- These adducts are versatile reagents for PCN transfer.
- This work opens new possibilities for incorporating the PCN unit into diverse molecular architectures.
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