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A Simple Nickel Catalyst Enabling an E‐Selective Alkyne Semihydrogenation
Stereoselective alkyne semihydrogenations are attractive approaches to alkenes, which are key building blocks for synthesis. With regards to the most atom‐economic reducing agent dihydrogen (H(2)), only few catalysts for the challenging E‐selective alkyne semihydrogenation have been disclosed, each...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7027572/ https://www.ncbi.nlm.nih.gov/pubmed/31691388 http://dx.doi.org/10.1002/chem.201903850 |
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author | Thiel, Niklas O. Kaewmee, Benyapa Tran Ngoc, Trung Teichert, Johannes F. |
author_facet | Thiel, Niklas O. Kaewmee, Benyapa Tran Ngoc, Trung Teichert, Johannes F. |
author_sort | Thiel, Niklas O. |
collection | PubMed |
description | Stereoselective alkyne semihydrogenations are attractive approaches to alkenes, which are key building blocks for synthesis. With regards to the most atom‐economic reducing agent dihydrogen (H(2)), only few catalysts for the challenging E‐selective alkyne semihydrogenation have been disclosed, each with a unique substrate scope profile. Here, we show that a commercially available nickel catalyst facilitates the E‐selective alkyne semihydrogenation of a wide variety of substituted internal alkynes. This results in a simple and broadly applicable overall protocol to stereoselectively access E‐alkenes employing H(2), which could serve as a general method for synthesis. |
format | Online Article Text |
id | pubmed-7027572 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-70275722020-02-24 A Simple Nickel Catalyst Enabling an E‐Selective Alkyne Semihydrogenation Thiel, Niklas O. Kaewmee, Benyapa Tran Ngoc, Trung Teichert, Johannes F. Chemistry Full Papers Stereoselective alkyne semihydrogenations are attractive approaches to alkenes, which are key building blocks for synthesis. With regards to the most atom‐economic reducing agent dihydrogen (H(2)), only few catalysts for the challenging E‐selective alkyne semihydrogenation have been disclosed, each with a unique substrate scope profile. Here, we show that a commercially available nickel catalyst facilitates the E‐selective alkyne semihydrogenation of a wide variety of substituted internal alkynes. This results in a simple and broadly applicable overall protocol to stereoselectively access E‐alkenes employing H(2), which could serve as a general method for synthesis. John Wiley and Sons Inc. 2020-01-21 2020-02-03 /pmc/articles/PMC7027572/ /pubmed/31691388 http://dx.doi.org/10.1002/chem.201903850 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-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made. |
spellingShingle | Full Papers Thiel, Niklas O. Kaewmee, Benyapa Tran Ngoc, Trung Teichert, Johannes F. A Simple Nickel Catalyst Enabling an E‐Selective Alkyne Semihydrogenation |
title | A Simple Nickel Catalyst Enabling an E‐Selective Alkyne Semihydrogenation
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title_full | A Simple Nickel Catalyst Enabling an E‐Selective Alkyne Semihydrogenation
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title_fullStr | A Simple Nickel Catalyst Enabling an E‐Selective Alkyne Semihydrogenation
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title_full_unstemmed | A Simple Nickel Catalyst Enabling an E‐Selective Alkyne Semihydrogenation
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title_short | A Simple Nickel Catalyst Enabling an E‐Selective Alkyne Semihydrogenation
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title_sort | simple nickel catalyst enabling an e‐selective alkyne semihydrogenation |
topic | Full Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7027572/ https://www.ncbi.nlm.nih.gov/pubmed/31691388 http://dx.doi.org/10.1002/chem.201903850 |
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