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Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents

An electrochemical ‘redox-relay’ system has been developed which allows the generation of C-centered radicals. Intermolecular ‘tin-like’ radical reactions can subsequently be conducted under the most benign of conditions. The yields and efficiency of the processes are competitive and even superior i...

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Detalles Bibliográficos
Autores principales: Li, Diyuan, Ma, Tsz-Kan, Scott, Reuben J., Wilden, Jonathan D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8159374/
https://www.ncbi.nlm.nih.gov/pubmed/34122992
http://dx.doi.org/10.1039/d0sc01694b
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author Li, Diyuan
Ma, Tsz-Kan
Scott, Reuben J.
Wilden, Jonathan D.
author_facet Li, Diyuan
Ma, Tsz-Kan
Scott, Reuben J.
Wilden, Jonathan D.
author_sort Li, Diyuan
collection PubMed
description An electrochemical ‘redox-relay’ system has been developed which allows the generation of C-centered radicals. Intermolecular ‘tin-like’ radical reactions can subsequently be conducted under the most benign of conditions. The yields and efficiency of the processes are competitive and even superior in most cases to comparable conditions with tributyltin hydride. The use of air and electricity as the promotor (instead of a tin or other reagent) combined with the aqueous reaction media make this a clean and ‘green’ alternative to these classic C–C bond forming processes.
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spelling pubmed-81593742021-06-11 Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents Li, Diyuan Ma, Tsz-Kan Scott, Reuben J. Wilden, Jonathan D. Chem Sci Chemistry An electrochemical ‘redox-relay’ system has been developed which allows the generation of C-centered radicals. Intermolecular ‘tin-like’ radical reactions can subsequently be conducted under the most benign of conditions. The yields and efficiency of the processes are competitive and even superior in most cases to comparable conditions with tributyltin hydride. The use of air and electricity as the promotor (instead of a tin or other reagent) combined with the aqueous reaction media make this a clean and ‘green’ alternative to these classic C–C bond forming processes. The Royal Society of Chemistry 2020-05-08 /pmc/articles/PMC8159374/ /pubmed/34122992 http://dx.doi.org/10.1039/d0sc01694b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Li, Diyuan
Ma, Tsz-Kan
Scott, Reuben J.
Wilden, Jonathan D.
Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents
title Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents
title_full Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents
title_fullStr Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents
title_full_unstemmed Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents
title_short Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents
title_sort electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8159374/
https://www.ncbi.nlm.nih.gov/pubmed/34122992
http://dx.doi.org/10.1039/d0sc01694b
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