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Br(−)/BrO(−)-mediated highly efficient photoelectrochemical epoxidation of alkenes on α-Fe(2)O(3)

Epoxides are significant intermediates for the manufacture of pharmaceuticals and epoxy resins. In this study, we develop a Br(−)/BrO(−) mediated photoelectrochemical epoxidation system on α-Fe(2)O(3). High selectivity (up to >99%) and faradaic efficiency (up to 82 ± 4%) for the epoxidation of a...

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Autores principales: Zhao, Yukun, Duan, Mengyu, Deng, Chaoyuan, Yang, Jie, Yang, Sipeng, Zhang, Yuchao, Sheng, Hua, Li, Youji, Chen, Chuncheng, Zhao, Jincai
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10082182/
https://www.ncbi.nlm.nih.gov/pubmed/37029125
http://dx.doi.org/10.1038/s41467-023-37620-8
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author Zhao, Yukun
Duan, Mengyu
Deng, Chaoyuan
Yang, Jie
Yang, Sipeng
Zhang, Yuchao
Sheng, Hua
Li, Youji
Chen, Chuncheng
Zhao, Jincai
author_facet Zhao, Yukun
Duan, Mengyu
Deng, Chaoyuan
Yang, Jie
Yang, Sipeng
Zhang, Yuchao
Sheng, Hua
Li, Youji
Chen, Chuncheng
Zhao, Jincai
author_sort Zhao, Yukun
collection PubMed
description Epoxides are significant intermediates for the manufacture of pharmaceuticals and epoxy resins. In this study, we develop a Br(−)/BrO(−) mediated photoelectrochemical epoxidation system on α-Fe(2)O(3). High selectivity (up to >99%) and faradaic efficiency (up to 82 ± 4%) for the epoxidation of a wide range of alkenes are achieved, with water as oxygen source, which are far beyond the most reported electrochemical and photoelectrochemical epoxidation performances. Further, we can verify that the epoxidation reaction is mediated by Br(−)/BrO(−) route, in which Br(−) is oxidized non-radically to BrO(−) by an oxygen atom transfer pathway on α-Fe(2)O(3), and the formed BrO(−) in turn transfers its oxygen atom to the alkenes. The non-radical mediated characteristic and the favorable thermodynamics of the oxygen atom transfer process make the epoxidation reactions very efficient. We believe that this photoelectrochemical Br(−)/BrO(−)-mediated epoxidation provides a promising strategy for value-added production of epoxides and hydrogen.
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spelling pubmed-100821822023-04-09 Br(−)/BrO(−)-mediated highly efficient photoelectrochemical epoxidation of alkenes on α-Fe(2)O(3) Zhao, Yukun Duan, Mengyu Deng, Chaoyuan Yang, Jie Yang, Sipeng Zhang, Yuchao Sheng, Hua Li, Youji Chen, Chuncheng Zhao, Jincai Nat Commun Article Epoxides are significant intermediates for the manufacture of pharmaceuticals and epoxy resins. In this study, we develop a Br(−)/BrO(−) mediated photoelectrochemical epoxidation system on α-Fe(2)O(3). High selectivity (up to >99%) and faradaic efficiency (up to 82 ± 4%) for the epoxidation of a wide range of alkenes are achieved, with water as oxygen source, which are far beyond the most reported electrochemical and photoelectrochemical epoxidation performances. Further, we can verify that the epoxidation reaction is mediated by Br(−)/BrO(−) route, in which Br(−) is oxidized non-radically to BrO(−) by an oxygen atom transfer pathway on α-Fe(2)O(3), and the formed BrO(−) in turn transfers its oxygen atom to the alkenes. The non-radical mediated characteristic and the favorable thermodynamics of the oxygen atom transfer process make the epoxidation reactions very efficient. We believe that this photoelectrochemical Br(−)/BrO(−)-mediated epoxidation provides a promising strategy for value-added production of epoxides and hydrogen. Nature Publishing Group UK 2023-04-07 /pmc/articles/PMC10082182/ /pubmed/37029125 http://dx.doi.org/10.1038/s41467-023-37620-8 Text en © The Author(s) 2023 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Article
Zhao, Yukun
Duan, Mengyu
Deng, Chaoyuan
Yang, Jie
Yang, Sipeng
Zhang, Yuchao
Sheng, Hua
Li, Youji
Chen, Chuncheng
Zhao, Jincai
Br(−)/BrO(−)-mediated highly efficient photoelectrochemical epoxidation of alkenes on α-Fe(2)O(3)
title Br(−)/BrO(−)-mediated highly efficient photoelectrochemical epoxidation of alkenes on α-Fe(2)O(3)
title_full Br(−)/BrO(−)-mediated highly efficient photoelectrochemical epoxidation of alkenes on α-Fe(2)O(3)
title_fullStr Br(−)/BrO(−)-mediated highly efficient photoelectrochemical epoxidation of alkenes on α-Fe(2)O(3)
title_full_unstemmed Br(−)/BrO(−)-mediated highly efficient photoelectrochemical epoxidation of alkenes on α-Fe(2)O(3)
title_short Br(−)/BrO(−)-mediated highly efficient photoelectrochemical epoxidation of alkenes on α-Fe(2)O(3)
title_sort br(−)/bro(−)-mediated highly efficient photoelectrochemical epoxidation of alkenes on α-fe(2)o(3)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10082182/
https://www.ncbi.nlm.nih.gov/pubmed/37029125
http://dx.doi.org/10.1038/s41467-023-37620-8
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