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Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni‐Core–Shell Catalyst
A general protocol for the selective hydrogenation and deuteration of a variety of alkenes is presented. Key to success for these reactions is the use of a specific nickel‐graphitic shell‐based core–shell‐structured catalyst, which is conveniently prepared by impregnation and subsequent calcination...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8453733/ https://www.ncbi.nlm.nih.gov/pubmed/34076934 http://dx.doi.org/10.1002/anie.202105492 |
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author | Gao, Jie Ma, Rui Feng, Lu Liu, Yuefeng Jackstell, Ralf Jagadeesh, Rajenahally V. Beller, Matthias |
author_facet | Gao, Jie Ma, Rui Feng, Lu Liu, Yuefeng Jackstell, Ralf Jagadeesh, Rajenahally V. Beller, Matthias |
author_sort | Gao, Jie |
collection | PubMed |
description | A general protocol for the selective hydrogenation and deuteration of a variety of alkenes is presented. Key to success for these reactions is the use of a specific nickel‐graphitic shell‐based core–shell‐structured catalyst, which is conveniently prepared by impregnation and subsequent calcination of nickel nitrate on carbon at 450 °C under argon. Applying this nanostructured catalyst, both terminal and internal alkenes, which are of industrial and commercial importance, were selectively hydrogenated and deuterated at ambient conditions (room temperature, using 1 bar hydrogen or 1 bar deuterium), giving access to the corresponding alkanes and deuterium‐labeled alkanes in good to excellent yields. The synthetic utility and practicability of this Ni‐based hydrogenation protocol is demonstrated by gram‐scale reactions as well as efficient catalyst recycling experiments. |
format | Online Article Text |
id | pubmed-8453733 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-84537332021-09-27 Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni‐Core–Shell Catalyst Gao, Jie Ma, Rui Feng, Lu Liu, Yuefeng Jackstell, Ralf Jagadeesh, Rajenahally V. Beller, Matthias Angew Chem Int Ed Engl Research Articles A general protocol for the selective hydrogenation and deuteration of a variety of alkenes is presented. Key to success for these reactions is the use of a specific nickel‐graphitic shell‐based core–shell‐structured catalyst, which is conveniently prepared by impregnation and subsequent calcination of nickel nitrate on carbon at 450 °C under argon. Applying this nanostructured catalyst, both terminal and internal alkenes, which are of industrial and commercial importance, were selectively hydrogenated and deuterated at ambient conditions (room temperature, using 1 bar hydrogen or 1 bar deuterium), giving access to the corresponding alkanes and deuterium‐labeled alkanes in good to excellent yields. The synthetic utility and practicability of this Ni‐based hydrogenation protocol is demonstrated by gram‐scale reactions as well as efficient catalyst recycling experiments. John Wiley and Sons Inc. 2021-06-24 2021-08-16 /pmc/articles/PMC8453733/ /pubmed/34076934 http://dx.doi.org/10.1002/anie.202105492 Text en © 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ (https://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes. |
spellingShingle | Research Articles Gao, Jie Ma, Rui Feng, Lu Liu, Yuefeng Jackstell, Ralf Jagadeesh, Rajenahally V. Beller, Matthias Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni‐Core–Shell Catalyst |
title | Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni‐Core–Shell Catalyst |
title_full | Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni‐Core–Shell Catalyst |
title_fullStr | Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni‐Core–Shell Catalyst |
title_full_unstemmed | Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni‐Core–Shell Catalyst |
title_short | Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni‐Core–Shell Catalyst |
title_sort | ambient hydrogenation and deuteration of alkenes using a nanostructured ni‐core–shell catalyst |
topic | Research Articles |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8453733/ https://www.ncbi.nlm.nih.gov/pubmed/34076934 http://dx.doi.org/10.1002/anie.202105492 |
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