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

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 i...

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Autores principales: Till, Marion, Streitferdt, Verena, Scott, Daniel J., Mende, Michael, Gschwind, Ruth M., Wolf, Robert
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8788315/
https://www.ncbi.nlm.nih.gov/pubmed/34889916
http://dx.doi.org/10.1039/d1cc05691c
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author Till, Marion
Streitferdt, Verena
Scott, Daniel J.
Mende, Michael
Gschwind, Ruth M.
Wolf, Robert
author_facet Till, Marion
Streitferdt, Verena
Scott, Daniel J.
Mende, Michael
Gschwind, Ruth M.
Wolf, Robert
author_sort Till, Marion
collection PubMed
description 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 (P(4)) and the organic superphotoreductant tetrakis(dimethylamino)ethylene (TDAE) affords the desired arylphosphorus compounds in a single reaction step.
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spelling pubmed-87883152022-02-15 Photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts Till, Marion Streitferdt, Verena Scott, Daniel J. Mende, Michael Gschwind, Ruth M. Wolf, Robert Chem Commun (Camb) Chemistry 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 (P(4)) and the organic superphotoreductant tetrakis(dimethylamino)ethylene (TDAE) affords the desired arylphosphorus compounds in a single reaction step. The Royal Society of Chemistry 2021-12-06 /pmc/articles/PMC8788315/ /pubmed/34889916 http://dx.doi.org/10.1039/d1cc05691c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Till, Marion
Streitferdt, Verena
Scott, Daniel J.
Mende, Michael
Gschwind, Ruth M.
Wolf, Robert
Photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts
title Photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts
title_full Photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts
title_fullStr Photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts
title_full_unstemmed Photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts
title_short Photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts
title_sort photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8788315/
https://www.ncbi.nlm.nih.gov/pubmed/34889916
http://dx.doi.org/10.1039/d1cc05691c
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