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Water oxidation couples to electrocatalytic hydrogenation of carbonyl compounds and unsaturated carbon–carbon bonds by nickel
Artificial photosynthesis, an umbrella term, is a chemical process that biomimetics natural photosynthesis. In natural photosynthesis, electrons from the water-oxidation reaction are used for carbon dioxide reduction. Herein, we report the reducion of aldehydes and ketones to corresponding alcohols...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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Nature Publishing Group UK
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9675855/ https://www.ncbi.nlm.nih.gov/pubmed/36402849 http://dx.doi.org/10.1038/s41598-022-23777-7 |
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author | Behrouzi, Leila Zand, Zahra Fotuhi, Mobina Kaboudin, Babak Najafpour, Mohammad Mahdi |
author_facet | Behrouzi, Leila Zand, Zahra Fotuhi, Mobina Kaboudin, Babak Najafpour, Mohammad Mahdi |
author_sort | Behrouzi, Leila |
collection | PubMed |
description | Artificial photosynthesis, an umbrella term, is a chemical process that biomimetics natural photosynthesis. In natural photosynthesis, electrons from the water-oxidation reaction are used for carbon dioxide reduction. Herein, we report the reducion of aldehydes and ketones to corresponding alcohols in a simple undivided cell. This reaction utilized inexpensive nickel foam electrodes (1 cm(2)) and LiClO(4) (0.05 M) as a commercially accessible electrolyte in an aqueous medium. Under electrochemical conditions, a series of alcohols (21 examples) produces high selectivity in good yields (up to 100%). Usage the current method, 10 mmol (1060 mg) of benzaldehyde is also successfully reduced to benzyl alcohol (757 mg, 70% isolated yield) without any by‑products. This route to alcohols matched several green chemistry principles: (a) atom economy owing to the use of H(2)O as the solvent and the source of hydrogen, (b) elimination of the homogeneous metal catalyst, (c) use of smooth reaction conditions, (d) waste inhibition due to low volumetric of by-products, and (e) application of safe EtOH co-solvent. Moreover, the ability of the system to operate with alkyne and alkene compounds enhanced the practical efficiency of this process. |
format | Online Article Text |
id | pubmed-9675855 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | Nature Publishing Group UK |
record_format | MEDLINE/PubMed |
spelling | pubmed-96758552022-11-21 Water oxidation couples to electrocatalytic hydrogenation of carbonyl compounds and unsaturated carbon–carbon bonds by nickel Behrouzi, Leila Zand, Zahra Fotuhi, Mobina Kaboudin, Babak Najafpour, Mohammad Mahdi Sci Rep Article Artificial photosynthesis, an umbrella term, is a chemical process that biomimetics natural photosynthesis. In natural photosynthesis, electrons from the water-oxidation reaction are used for carbon dioxide reduction. Herein, we report the reducion of aldehydes and ketones to corresponding alcohols in a simple undivided cell. This reaction utilized inexpensive nickel foam electrodes (1 cm(2)) and LiClO(4) (0.05 M) as a commercially accessible electrolyte in an aqueous medium. Under electrochemical conditions, a series of alcohols (21 examples) produces high selectivity in good yields (up to 100%). Usage the current method, 10 mmol (1060 mg) of benzaldehyde is also successfully reduced to benzyl alcohol (757 mg, 70% isolated yield) without any by‑products. This route to alcohols matched several green chemistry principles: (a) atom economy owing to the use of H(2)O as the solvent and the source of hydrogen, (b) elimination of the homogeneous metal catalyst, (c) use of smooth reaction conditions, (d) waste inhibition due to low volumetric of by-products, and (e) application of safe EtOH co-solvent. Moreover, the ability of the system to operate with alkyne and alkene compounds enhanced the practical efficiency of this process. Nature Publishing Group UK 2022-11-19 /pmc/articles/PMC9675855/ /pubmed/36402849 http://dx.doi.org/10.1038/s41598-022-23777-7 Text en © The Author(s) 2022 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 licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence 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 licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) . |
spellingShingle | Article Behrouzi, Leila Zand, Zahra Fotuhi, Mobina Kaboudin, Babak Najafpour, Mohammad Mahdi Water oxidation couples to electrocatalytic hydrogenation of carbonyl compounds and unsaturated carbon–carbon bonds by nickel |
title | Water oxidation couples to electrocatalytic hydrogenation of carbonyl compounds and unsaturated carbon–carbon bonds by nickel |
title_full | Water oxidation couples to electrocatalytic hydrogenation of carbonyl compounds and unsaturated carbon–carbon bonds by nickel |
title_fullStr | Water oxidation couples to electrocatalytic hydrogenation of carbonyl compounds and unsaturated carbon–carbon bonds by nickel |
title_full_unstemmed | Water oxidation couples to electrocatalytic hydrogenation of carbonyl compounds and unsaturated carbon–carbon bonds by nickel |
title_short | Water oxidation couples to electrocatalytic hydrogenation of carbonyl compounds and unsaturated carbon–carbon bonds by nickel |
title_sort | water oxidation couples to electrocatalytic hydrogenation of carbonyl compounds and unsaturated carbon–carbon bonds by nickel |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9675855/ https://www.ncbi.nlm.nih.gov/pubmed/36402849 http://dx.doi.org/10.1038/s41598-022-23777-7 |
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