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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...

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Autores principales: Gao, Jie, Ma, Rui, Feng, Lu, Liu, Yuefeng, Jackstell, Ralf, Jagadeesh, Rajenahally V., Beller, Matthias
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
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.
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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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