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Related Experiment Video

Updated: Aug 5, 2025

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of PhosphorusI

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Published on: November 22, 2016

A Crystalline Monomeric Phosphaborene.

Etienne A LaPierre¹, Brian O Patrick², Ian Manners¹

¹Department of Chemistry, University of Victoria, 3800 Finnerty Rd, Victoria, British Columbia V8P 5C2, Canada.

Journal of the American Chemical Society

|March 24, 2023

Summary

This summary is machine-generated.

Researchers synthesized a novel phosphaborene with a record-short phosphorus-boron bond. This compound exhibits a stable double bond, challenging previous assumptions about its reactivity due to its unique electronic and steric properties.

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Published on: May 12, 2023

Area of Science:

Organometallic Chemistry
Inorganic Chemistry
Materials Science

Background:

The synthesis of low-coordinate phosphorus compounds remains a significant challenge in chemistry.
Understanding the bonding and reactivity of main group element multiple bonds is crucial for developing new chemical transformations.

Purpose of the Study:

To report the synthesis and characterization of a monomeric phosphaborene with 2-coordinate phosphorus and boron centers.
To investigate the bonding characteristics and reactivity of the novel phosphaborene.

Main Methods:

Synthesis of the phosphaborene monomer Ar*P═B(TMP).
X-ray crystallography to determine the molecular structure and bond lengths.
Computational methods (e.g., Wiberg bond index calculations) to analyze the electronic structure and bonding.
Analysis of frontier molecular orbitals and steric factors to rationalize reactivity.

Main Results:

Successful synthesis of the monomeric phosphaborene Ar*P═B(TMP) (2).
The compound features a record-short phosphorus-boron bond length of 1.741(3) Å.
Computational analysis indicates a double bond character (Wiberg bond index of 1.9707) with one classical π bond.
The phosphaborene exhibits low reactivity, attributed to frontier molecular orbital characteristics and steric hindrance.

Conclusions:

The synthesized phosphaborene represents a significant advancement in low-coordinate phosphorus chemistry.
The short PB bond and double bond character provide insights into the nature of main group element multiple bonds.
The compound's low reactivity highlights the interplay of electronic and steric effects in stabilizing unusual bonding motifs.