Direct electrochemical oxidation of alcohols with hydrogen evolution in continuous-flow reactor

Alcohol oxidation reactions are widely used for the preparation of aldehydes and ketones. The electrolysis of alcohols to carbonyl compounds have been underutilized owing to low efficiency. Herein, we report an electrochemical oxidation of various alcohols in a continuous-flow reactor without extern...

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Autores principales: Wang, Dan, Wang, Pan, Wang, Shengchun, Chen, Yi-Hung, Zhang, Heng, Lei, Aiwen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6594969/
https://www.ncbi.nlm.nih.gov/pubmed/31243290
http://dx.doi.org/10.1038/s41467-019-10928-0
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author Wang, Dan
Wang, Pan
Wang, Shengchun
Chen, Yi-Hung
Zhang, Heng
Lei, Aiwen
author_facet Wang, Dan
Wang, Pan
Wang, Shengchun
Chen, Yi-Hung
Zhang, Heng
Lei, Aiwen
author_sort Wang, Dan
collection PubMed
description Alcohol oxidation reactions are widely used for the preparation of aldehydes and ketones. The electrolysis of alcohols to carbonyl compounds have been underutilized owing to low efficiency. Herein, we report an electrochemical oxidation of various alcohols in a continuous-flow reactor without external oxidants, base or mediators. The robust electrochemical oxidation is performed for a variety of alcohols with good functional group tolerance, high efficiency and atom economy, whereas mechanistic studies support the benzylic radical intermediate formation and hydrogen evolution. The electrochemical oxidation proves viable on diols with excellent levels of selectivity for the benzylic position.
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spelling pubmed-65949692019-06-28 Direct electrochemical oxidation of alcohols with hydrogen evolution in continuous-flow reactor Wang, Dan Wang, Pan Wang, Shengchun Chen, Yi-Hung Zhang, Heng Lei, Aiwen Nat Commun Article Alcohol oxidation reactions are widely used for the preparation of aldehydes and ketones. The electrolysis of alcohols to carbonyl compounds have been underutilized owing to low efficiency. Herein, we report an electrochemical oxidation of various alcohols in a continuous-flow reactor without external oxidants, base or mediators. The robust electrochemical oxidation is performed for a variety of alcohols with good functional group tolerance, high efficiency and atom economy, whereas mechanistic studies support the benzylic radical intermediate formation and hydrogen evolution. The electrochemical oxidation proves viable on diols with excellent levels of selectivity for the benzylic position. Nature Publishing Group UK 2019-06-26 /pmc/articles/PMC6594969/ /pubmed/31243290 http://dx.doi.org/10.1038/s41467-019-10928-0 Text en © The Author(s) 2019 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/.
spellingShingle Article
Wang, Dan
Wang, Pan
Wang, Shengchun
Chen, Yi-Hung
Zhang, Heng
Lei, Aiwen
Direct electrochemical oxidation of alcohols with hydrogen evolution in continuous-flow reactor
title Direct electrochemical oxidation of alcohols with hydrogen evolution in continuous-flow reactor
title_full Direct electrochemical oxidation of alcohols with hydrogen evolution in continuous-flow reactor
title_fullStr Direct electrochemical oxidation of alcohols with hydrogen evolution in continuous-flow reactor
title_full_unstemmed Direct electrochemical oxidation of alcohols with hydrogen evolution in continuous-flow reactor
title_short Direct electrochemical oxidation of alcohols with hydrogen evolution in continuous-flow reactor
title_sort direct electrochemical oxidation of alcohols with hydrogen evolution in continuous-flow reactor
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6594969/
https://www.ncbi.nlm.nih.gov/pubmed/31243290
http://dx.doi.org/10.1038/s41467-019-10928-0
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