Cathodic Aromatic C,C Cross-Coupling Reaction via Single Electron Transfer Pathway
We have successfully developed a novel cathodic cross-coupling reaction of aryl halides with arenes. Utilization of the cathodic single electron transfer (SET) mechanism for activation of aryl halides enables the cross-coupling reaction to proceed without the need for any transition metal catalysts...
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MDPI AG
2017-03-01
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Online Access: | http://www.mdpi.com/1420-3049/22/3/413 |
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author | Yang Qu Hiroyuki Tateno Yoshimasa Matsumura Tsuneo Kashiwagi Mahito Atobe |
author_facet | Yang Qu Hiroyuki Tateno Yoshimasa Matsumura Tsuneo Kashiwagi Mahito Atobe |
author_sort | Yang Qu |
collection | DOAJ |
description | We have successfully developed a novel cathodic cross-coupling reaction of aryl halides with arenes. Utilization of the cathodic single electron transfer (SET) mechanism for activation of aryl halides enables the cross-coupling reaction to proceed without the need for any transition metal catalysts or single electron donors in a mild condition. The SET from a cathode to an aryl halide initiates a radical chain by giving an anion radical of the aryl halide. The following propagation cycle also consists entirely of anion radical intermediates. |
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issn | 1420-3049 |
language | English |
last_indexed | 2024-12-22T11:20:46Z |
publishDate | 2017-03-01 |
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series | Molecules |
spelling | doaj.art-83bf8457570e48b2a009f9b9d212f7512022-12-21T18:27:53ZengMDPI AGMolecules1420-30492017-03-0122341310.3390/molecules22030413molecules22030413Cathodic Aromatic C,C Cross-Coupling Reaction via Single Electron Transfer PathwayYang Qu0Hiroyuki Tateno1Yoshimasa Matsumura2Tsuneo Kashiwagi3Mahito Atobe4Graduate School of Environment and Information Sciences, Yokohama National University, 79-7, Tokiwadai, Hodogaya-ku, Yokohama 240851, JapanGraduate School of Environment and Information Sciences, Yokohama National University, 79-7, Tokiwadai, Hodogaya-ku, Yokohama 240851, JapanGraduate School of Environment and Information Sciences, Yokohama National University, 79-7, Tokiwadai, Hodogaya-ku, Yokohama 240851, JapanGraduate School of Environment and Information Sciences, Yokohama National University, 79-7, Tokiwadai, Hodogaya-ku, Yokohama 240851, JapanGraduate School of Environment and Information Sciences, Yokohama National University, 79-7, Tokiwadai, Hodogaya-ku, Yokohama 240851, JapanWe have successfully developed a novel cathodic cross-coupling reaction of aryl halides with arenes. Utilization of the cathodic single electron transfer (SET) mechanism for activation of aryl halides enables the cross-coupling reaction to proceed without the need for any transition metal catalysts or single electron donors in a mild condition. The SET from a cathode to an aryl halide initiates a radical chain by giving an anion radical of the aryl halide. The following propagation cycle also consists entirely of anion radical intermediates.http://www.mdpi.com/1420-3049/22/3/413electrochemical synthesissingle electron transferC,C cross-coupling |
spellingShingle | Yang Qu Hiroyuki Tateno Yoshimasa Matsumura Tsuneo Kashiwagi Mahito Atobe Cathodic Aromatic C,C Cross-Coupling Reaction via Single Electron Transfer Pathway Molecules electrochemical synthesis single electron transfer C,C cross-coupling |
title | Cathodic Aromatic C,C Cross-Coupling Reaction via Single Electron Transfer Pathway |
title_full | Cathodic Aromatic C,C Cross-Coupling Reaction via Single Electron Transfer Pathway |
title_fullStr | Cathodic Aromatic C,C Cross-Coupling Reaction via Single Electron Transfer Pathway |
title_full_unstemmed | Cathodic Aromatic C,C Cross-Coupling Reaction via Single Electron Transfer Pathway |
title_short | Cathodic Aromatic C,C Cross-Coupling Reaction via Single Electron Transfer Pathway |
title_sort | cathodic aromatic c c cross coupling reaction via single electron transfer pathway |
topic | electrochemical synthesis single electron transfer C,C cross-coupling |
url | http://www.mdpi.com/1420-3049/22/3/413 |
work_keys_str_mv | AT yangqu cathodicaromaticcccrosscouplingreactionviasingleelectrontransferpathway AT hiroyukitateno cathodicaromaticcccrosscouplingreactionviasingleelectrontransferpathway AT yoshimasamatsumura cathodicaromaticcccrosscouplingreactionviasingleelectrontransferpathway AT tsuneokashiwagi cathodicaromaticcccrosscouplingreactionviasingleelectrontransferpathway AT mahitoatobe cathodicaromaticcccrosscouplingreactionviasingleelectrontransferpathway |