Issue 8, 2022

Photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts

Abstract

Chlorobenzenes are important starting materials for the preparation of commercially valuable triarylphosphines and tetraarylphosphonium salts, but their use for the direct arylation of elemental phosphorus has been elusive. Here we describe a simple photochemical route toward such products. UV-LED irradiation (365 nm) of chlorobenzenes, white phosphorus (P4) and the organic superphotoreductant tetrakis(dimethylamino)ethylene (TDAE) affords the desired arylphosphorus compounds in a single reaction step.

Graphical abstract: Photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts

Supplementary files

Article information

Article type
Communication
Submitted
08 Oct 2021
Accepted
01 Dec 2021
First published
06 Dec 2021
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2022,58, 1100-1103

Photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts

M. Till, V. Streitferdt, D. J. Scott, M. Mende, R. M. Gschwind and R. Wolf, Chem. Commun., 2022, 58, 1100 DOI: 10.1039/D1CC05691C

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