One-pot synthesis of primary phosphines from white phosphorus

Aryl and alkyl chlorides are inexpensive and readily accessible, making them ideal reagents for converting white phosphorus (P<sub>4</sub>) into primary phosphines RPH<sub>2</sub>. However, methods for achieving this transformation directly, bypassing undesired intermediates like PCl<sub>3</sub>, have remained elusive. This report describes the 'one-pot' synthesis of primary organophosphines from P<sub>4</sub> using organotin compounds, including a multi-gram synthesis of PhPH<sub>2</sub> featuring efficient recovery of organotin reagents for potential recycling.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc03444b
Primary Topic
Organophosphorus compounds synthesis
Type
article
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article

One-pot synthesis of primary phosphines from white phosphorus

Jose Cammarata, Michael Mende, Daniel J. Scott, Robert Wolf
Chemical Communications
Organophosphorus compounds synthesis
article

One-pot synthesis of primary phosphines from white phosphorus

Jose Cammarata, Michael Mende, Daniel J. Scott, Robert Wolf
article en

Abstract

Aryl and alkyl chlorides are inexpensive and readily accessible, making them ideal reagents for converting white phosphorus (P<sub>4</sub>) into primary phosphines RPH<sub>2</sub>. However, methods for achieving this transformation directly, bypassing undesired intermediates like PCl<sub>3</sub>, have remained elusive. This report describes the 'one-pot' synthesis of primary organophosphines from P<sub>4</sub> using organotin compounds, including a multi-gram synthesis of PhPH<sub>2</sub> featuring efficient recovery of organotin reagents for potential recycling.

Chemical CommunicationsVol. 61(68)
University of Bath (GB), University of Regensburg (DE)
Openalex Percentile: Top 87%
Organophosphorus compounds synthesis
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