Cargando…

Highly selective electrocatalytic alkynol semi-hydrogenation for continuous production of alkenols

Alkynols semi-hydrogenation is a critical industrial process as the product, alkenols, have extensive applications in chemistry and life sciences. However, this class of reactions is plagued by the use of high-pressure hydrogen, Pd-based catalysts, and low efficiency of the contemporary thermocataly...

Descripción completa

Detalles Bibliográficos
Autores principales: Bu, Jun, Chang, Siyu, Li, Jinjin, Yang, Sanyin, Ma, Wenxiu, Liu, Zhenpeng, An, Siying, Wang, Yanan, Li, Zhen, Zhang, Jian
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10027872/
https://www.ncbi.nlm.nih.gov/pubmed/36941296
http://dx.doi.org/10.1038/s41467-023-37251-z
_version_ 1784909808941400064
author Bu, Jun
Chang, Siyu
Li, Jinjin
Yang, Sanyin
Ma, Wenxiu
Liu, Zhenpeng
An, Siying
Wang, Yanan
Li, Zhen
Zhang, Jian
author_facet Bu, Jun
Chang, Siyu
Li, Jinjin
Yang, Sanyin
Ma, Wenxiu
Liu, Zhenpeng
An, Siying
Wang, Yanan
Li, Zhen
Zhang, Jian
author_sort Bu, Jun
collection PubMed
description Alkynols semi-hydrogenation is a critical industrial process as the product, alkenols, have extensive applications in chemistry and life sciences. However, this class of reactions is plagued by the use of high-pressure hydrogen, Pd-based catalysts, and low efficiency of the contemporary thermocatalytic process. Here, we report an electrocatalytic approach for selectively hydrogenating alkynols to alkenols under ambient conditions. For representative 2-methyl-3-butene-2-ol, Cu nanoarrays derived electrochemically from CuO, achieve a high partial current density of 750 mA cm(−)(2) and specific selectivity of 97% at −0.88 V vs. reversible hydrogen electrode in alkaline solution. Even in a large two-electrode flow electrolyser, the Cu nanoarrays deliver a single-pass alkynol conversion of 93% with continuous production of 2-methyl-3-butene-2-ol at a rate of ~169 g g(Cu)(−)(1) h(−)(1). Theoretical and in situ electrochemical infrared investigations reveal that the semi-hydrogenation performance is enhanced by exothermic alkynol adsorption and alkenol desorption on the Cu surfaces. Furthermore, this electrocatalytic semi-hydrogenation strategy is shown to be applicable to a variety of alkynol substrates.
format Online
Article
Text
id pubmed-10027872
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher Nature Publishing Group UK
record_format MEDLINE/PubMed
spelling pubmed-100278722023-03-22 Highly selective electrocatalytic alkynol semi-hydrogenation for continuous production of alkenols Bu, Jun Chang, Siyu Li, Jinjin Yang, Sanyin Ma, Wenxiu Liu, Zhenpeng An, Siying Wang, Yanan Li, Zhen Zhang, Jian Nat Commun Article Alkynols semi-hydrogenation is a critical industrial process as the product, alkenols, have extensive applications in chemistry and life sciences. However, this class of reactions is plagued by the use of high-pressure hydrogen, Pd-based catalysts, and low efficiency of the contemporary thermocatalytic process. Here, we report an electrocatalytic approach for selectively hydrogenating alkynols to alkenols under ambient conditions. For representative 2-methyl-3-butene-2-ol, Cu nanoarrays derived electrochemically from CuO, achieve a high partial current density of 750 mA cm(−)(2) and specific selectivity of 97% at −0.88 V vs. reversible hydrogen electrode in alkaline solution. Even in a large two-electrode flow electrolyser, the Cu nanoarrays deliver a single-pass alkynol conversion of 93% with continuous production of 2-methyl-3-butene-2-ol at a rate of ~169 g g(Cu)(−)(1) h(−)(1). Theoretical and in situ electrochemical infrared investigations reveal that the semi-hydrogenation performance is enhanced by exothermic alkynol adsorption and alkenol desorption on the Cu surfaces. Furthermore, this electrocatalytic semi-hydrogenation strategy is shown to be applicable to a variety of alkynol substrates. Nature Publishing Group UK 2023-03-20 /pmc/articles/PMC10027872/ /pubmed/36941296 http://dx.doi.org/10.1038/s41467-023-37251-z 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
Bu, Jun
Chang, Siyu
Li, Jinjin
Yang, Sanyin
Ma, Wenxiu
Liu, Zhenpeng
An, Siying
Wang, Yanan
Li, Zhen
Zhang, Jian
Highly selective electrocatalytic alkynol semi-hydrogenation for continuous production of alkenols
title Highly selective electrocatalytic alkynol semi-hydrogenation for continuous production of alkenols
title_full Highly selective electrocatalytic alkynol semi-hydrogenation for continuous production of alkenols
title_fullStr Highly selective electrocatalytic alkynol semi-hydrogenation for continuous production of alkenols
title_full_unstemmed Highly selective electrocatalytic alkynol semi-hydrogenation for continuous production of alkenols
title_short Highly selective electrocatalytic alkynol semi-hydrogenation for continuous production of alkenols
title_sort highly selective electrocatalytic alkynol semi-hydrogenation for continuous production of alkenols
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10027872/
https://www.ncbi.nlm.nih.gov/pubmed/36941296
http://dx.doi.org/10.1038/s41467-023-37251-z
work_keys_str_mv AT bujun highlyselectiveelectrocatalyticalkynolsemihydrogenationforcontinuousproductionofalkenols
AT changsiyu highlyselectiveelectrocatalyticalkynolsemihydrogenationforcontinuousproductionofalkenols
AT lijinjin highlyselectiveelectrocatalyticalkynolsemihydrogenationforcontinuousproductionofalkenols
AT yangsanyin highlyselectiveelectrocatalyticalkynolsemihydrogenationforcontinuousproductionofalkenols
AT mawenxiu highlyselectiveelectrocatalyticalkynolsemihydrogenationforcontinuousproductionofalkenols
AT liuzhenpeng highlyselectiveelectrocatalyticalkynolsemihydrogenationforcontinuousproductionofalkenols
AT ansiying highlyselectiveelectrocatalyticalkynolsemihydrogenationforcontinuousproductionofalkenols
AT wangyanan highlyselectiveelectrocatalyticalkynolsemihydrogenationforcontinuousproductionofalkenols
AT lizhen highlyselectiveelectrocatalyticalkynolsemihydrogenationforcontinuousproductionofalkenols
AT zhangjian highlyselectiveelectrocatalyticalkynolsemihydrogenationforcontinuousproductionofalkenols