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Manipulation of an electron by photoirradiation in the electron-catalyzed cross-coupling reaction
An electron has recently been shown to catalyze the cross-coupling reaction of organometallic compounds with aryl halides. In terms of green and sustainable chemistry, the electron catalysis is much more desirable than the inevitably used transition metal catalysis but a high temperature of more tha...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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American Association for the Advancement of Science
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10413655/ https://www.ncbi.nlm.nih.gov/pubmed/37256951 http://dx.doi.org/10.1126/sciadv.adh3544 |
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author | Shirakawa, Eiji Ota, Yuki Yonekura, Kyohei Okura, Keisho Mizusawa, Sahiro Sarkar, Sujan Kumar Abe, Manabu |
author_facet | Shirakawa, Eiji Ota, Yuki Yonekura, Kyohei Okura, Keisho Mizusawa, Sahiro Sarkar, Sujan Kumar Abe, Manabu |
author_sort | Shirakawa, Eiji |
collection | PubMed |
description | An electron has recently been shown to catalyze the cross-coupling reaction of organometallic compounds with aryl halides. In terms of green and sustainable chemistry, the electron catalysis is much more desirable than the inevitably used transition metal catalysis but a high temperature of more than 100°C is required to achieve it. Here, we disclose that visible light photoirradiation accelerates the electron-catalyzed reaction of arylzinc reagents with aryl halides with the aid of a photoredox catalysis. Photoexcitation of a photoredox catalyst and an anion radical intermediate respectively affects the supply and transfer of the electron catalyst, promoting the cross-coupling reaction to proceed at room temperature. The supply of the electron catalyst by the photoredox catalysis makes the scope of aryl halides wider. |
format | Online Article Text |
id | pubmed-10413655 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | American Association for the Advancement of Science |
record_format | MEDLINE/PubMed |
spelling | pubmed-104136552023-08-11 Manipulation of an electron by photoirradiation in the electron-catalyzed cross-coupling reaction Shirakawa, Eiji Ota, Yuki Yonekura, Kyohei Okura, Keisho Mizusawa, Sahiro Sarkar, Sujan Kumar Abe, Manabu Sci Adv Physical and Materials Sciences An electron has recently been shown to catalyze the cross-coupling reaction of organometallic compounds with aryl halides. In terms of green and sustainable chemistry, the electron catalysis is much more desirable than the inevitably used transition metal catalysis but a high temperature of more than 100°C is required to achieve it. Here, we disclose that visible light photoirradiation accelerates the electron-catalyzed reaction of arylzinc reagents with aryl halides with the aid of a photoredox catalysis. Photoexcitation of a photoredox catalyst and an anion radical intermediate respectively affects the supply and transfer of the electron catalyst, promoting the cross-coupling reaction to proceed at room temperature. The supply of the electron catalyst by the photoredox catalysis makes the scope of aryl halides wider. American Association for the Advancement of Science 2023-05-31 /pmc/articles/PMC10413655/ /pubmed/37256951 http://dx.doi.org/10.1126/sciadv.adh3544 Text en Copyright © 2023 The Authors, some rights reserved; exclusive licensee American Association for the Advancement of Science. No claim to original U.S. Government Works. Distributed under a Creative Commons Attribution NonCommercial License 4.0 (CC BY-NC). https://creativecommons.org/licenses/by-nc/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution-NonCommercial license (https://creativecommons.org/licenses/by-nc/4.0/) , which permits use, distribution, and reproduction in any medium, so long as the resultant use is not for commercial advantage and provided the original work is properly cited. |
spellingShingle | Physical and Materials Sciences Shirakawa, Eiji Ota, Yuki Yonekura, Kyohei Okura, Keisho Mizusawa, Sahiro Sarkar, Sujan Kumar Abe, Manabu Manipulation of an electron by photoirradiation in the electron-catalyzed cross-coupling reaction |
title | Manipulation of an electron by photoirradiation in the electron-catalyzed cross-coupling reaction |
title_full | Manipulation of an electron by photoirradiation in the electron-catalyzed cross-coupling reaction |
title_fullStr | Manipulation of an electron by photoirradiation in the electron-catalyzed cross-coupling reaction |
title_full_unstemmed | Manipulation of an electron by photoirradiation in the electron-catalyzed cross-coupling reaction |
title_short | Manipulation of an electron by photoirradiation in the electron-catalyzed cross-coupling reaction |
title_sort | manipulation of an electron by photoirradiation in the electron-catalyzed cross-coupling reaction |
topic | Physical and Materials Sciences |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10413655/ https://www.ncbi.nlm.nih.gov/pubmed/37256951 http://dx.doi.org/10.1126/sciadv.adh3544 |
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