Heterogeneous Olefin Hydrogenation Enabled by a Highly‐Reduced Nickel(−II) Catalyst Precursor

The hydrogenation of olefins, styrenes, enoates, imines, and sterically hindered tri‐substituted olefins was accomplished using the pre‐catalyst dilithiumbis(cycloocta‐1,5‐diene)nickelate(−II) (1). The mild conditions tolerate hydroxyl, halide, ester, and lactone functionalities. Mechanistic studies...

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Autores principales: Maier, Thomas M., Sandl, Sebastian, Melzl, Peter, Zweck, Josef, Jacobi von Wangelin, Axel, Wolf, Robert
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7318650/
https://www.ncbi.nlm.nih.gov/pubmed/32034810
http://dx.doi.org/10.1002/chem.201905537
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author Maier, Thomas M.
Sandl, Sebastian
Melzl, Peter
Zweck, Josef
Jacobi von Wangelin, Axel
Wolf, Robert
author_facet Maier, Thomas M.
Sandl, Sebastian
Melzl, Peter
Zweck, Josef
Jacobi von Wangelin, Axel
Wolf, Robert
author_sort Maier, Thomas M.
collection PubMed
description The hydrogenation of olefins, styrenes, enoates, imines, and sterically hindered tri‐substituted olefins was accomplished using the pre‐catalyst dilithiumbis(cycloocta‐1,5‐diene)nickelate(−II) (1). The mild conditions tolerate hydroxyl, halide, ester, and lactone functionalities. Mechanistic studies, including reaction progress analyses, poisoning experiments, and multinuclear NMR monitoring, indicate that a heterotopic (nickel nanoparticle) catalyst is in operation.
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spelling pubmed-73186502020-06-29 Heterogeneous Olefin Hydrogenation Enabled by a Highly‐Reduced Nickel(−II) Catalyst Precursor Maier, Thomas M. Sandl, Sebastian Melzl, Peter Zweck, Josef Jacobi von Wangelin, Axel Wolf, Robert Chemistry Communications The hydrogenation of olefins, styrenes, enoates, imines, and sterically hindered tri‐substituted olefins was accomplished using the pre‐catalyst dilithiumbis(cycloocta‐1,5‐diene)nickelate(−II) (1). The mild conditions tolerate hydroxyl, halide, ester, and lactone functionalities. Mechanistic studies, including reaction progress analyses, poisoning experiments, and multinuclear NMR monitoring, indicate that a heterotopic (nickel nanoparticle) catalyst is in operation. John Wiley and Sons Inc. 2020-04-24 2020-05-15 /pmc/articles/PMC7318650/ /pubmed/32034810 http://dx.doi.org/10.1002/chem.201905537 Text en © 2020 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
Maier, Thomas M.
Sandl, Sebastian
Melzl, Peter
Zweck, Josef
Jacobi von Wangelin, Axel
Wolf, Robert
Heterogeneous Olefin Hydrogenation Enabled by a Highly‐Reduced Nickel(−II) Catalyst Precursor
title Heterogeneous Olefin Hydrogenation Enabled by a Highly‐Reduced Nickel(−II) Catalyst Precursor
title_full Heterogeneous Olefin Hydrogenation Enabled by a Highly‐Reduced Nickel(−II) Catalyst Precursor
title_fullStr Heterogeneous Olefin Hydrogenation Enabled by a Highly‐Reduced Nickel(−II) Catalyst Precursor
title_full_unstemmed Heterogeneous Olefin Hydrogenation Enabled by a Highly‐Reduced Nickel(−II) Catalyst Precursor
title_short Heterogeneous Olefin Hydrogenation Enabled by a Highly‐Reduced Nickel(−II) Catalyst Precursor
title_sort heterogeneous olefin hydrogenation enabled by a highly‐reduced nickel(−ii) catalyst precursor
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7318650/
https://www.ncbi.nlm.nih.gov/pubmed/32034810
http://dx.doi.org/10.1002/chem.201905537
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