Efficient and Practical Transfer Hydrogenation of Ketones Catalyzed by a Simple Bidentate Mn−NHC Complex

Catalytic reductions of carbonyl‐containing compounds are highly important for the safe, sustainable, and economical production of alcohols. Herein, we report on the efficient transfer hydrogenation of ketones catalyzed by a highly potent Mn(I)−NHC complex. Mn−NHC 1 is practical at metal concentrati...

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Autores principales: van Putten, Robbert, Benschop, Joeri, de Munck, Vincent J., Weber, Manuela, Müller, Christian, Filonenko, Georgy A., Pidko, Evgeny A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6919935/
https://www.ncbi.nlm.nih.gov/pubmed/31894188
http://dx.doi.org/10.1002/cctc.201900882
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author van Putten, Robbert
Benschop, Joeri
de Munck, Vincent J.
Weber, Manuela
Müller, Christian
Filonenko, Georgy A.
Pidko, Evgeny A.
author_facet van Putten, Robbert
Benschop, Joeri
de Munck, Vincent J.
Weber, Manuela
Müller, Christian
Filonenko, Georgy A.
Pidko, Evgeny A.
author_sort van Putten, Robbert
collection PubMed
description Catalytic reductions of carbonyl‐containing compounds are highly important for the safe, sustainable, and economical production of alcohols. Herein, we report on the efficient transfer hydrogenation of ketones catalyzed by a highly potent Mn(I)−NHC complex. Mn−NHC 1 is practical at metal concentrations as low as 75 ppm, thus approaching loadings more conventionally reserved for noble metal based systems. With these low Mn concentrations, catalyst deactivation is found to be highly temperature dependent and becomes especially prominent at increased reaction temperature. Ultimately, understanding of deactivation pathways could help close the activity/stability‐gap with Ru and Ir catalysts towards the practical implementation of sustainable earth‐abundant Mn‐complexes.
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spelling pubmed-69199352019-12-30 Efficient and Practical Transfer Hydrogenation of Ketones Catalyzed by a Simple Bidentate Mn−NHC Complex van Putten, Robbert Benschop, Joeri de Munck, Vincent J. Weber, Manuela Müller, Christian Filonenko, Georgy A. Pidko, Evgeny A. ChemCatChem Communications Catalytic reductions of carbonyl‐containing compounds are highly important for the safe, sustainable, and economical production of alcohols. Herein, we report on the efficient transfer hydrogenation of ketones catalyzed by a highly potent Mn(I)−NHC complex. Mn−NHC 1 is practical at metal concentrations as low as 75 ppm, thus approaching loadings more conventionally reserved for noble metal based systems. With these low Mn concentrations, catalyst deactivation is found to be highly temperature dependent and becomes especially prominent at increased reaction temperature. Ultimately, understanding of deactivation pathways could help close the activity/stability‐gap with Ru and Ir catalysts towards the practical implementation of sustainable earth‐abundant Mn‐complexes. John Wiley and Sons Inc. 2019-07-08 2019-11-07 /pmc/articles/PMC6919935/ /pubmed/31894188 http://dx.doi.org/10.1002/cctc.201900882 Text en ©2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://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 Communications
van Putten, Robbert
Benschop, Joeri
de Munck, Vincent J.
Weber, Manuela
Müller, Christian
Filonenko, Georgy A.
Pidko, Evgeny A.
Efficient and Practical Transfer Hydrogenation of Ketones Catalyzed by a Simple Bidentate Mn−NHC Complex
title Efficient and Practical Transfer Hydrogenation of Ketones Catalyzed by a Simple Bidentate Mn−NHC Complex
title_full Efficient and Practical Transfer Hydrogenation of Ketones Catalyzed by a Simple Bidentate Mn−NHC Complex
title_fullStr Efficient and Practical Transfer Hydrogenation of Ketones Catalyzed by a Simple Bidentate Mn−NHC Complex
title_full_unstemmed Efficient and Practical Transfer Hydrogenation of Ketones Catalyzed by a Simple Bidentate Mn−NHC Complex
title_short Efficient and Practical Transfer Hydrogenation of Ketones Catalyzed by a Simple Bidentate Mn−NHC Complex
title_sort efficient and practical transfer hydrogenation of ketones catalyzed by a simple bidentate mn−nhc complex
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6919935/
https://www.ncbi.nlm.nih.gov/pubmed/31894188
http://dx.doi.org/10.1002/cctc.201900882
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