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Grubbs Metathesis Enabled by a Light‐Driven gem‐Hydrogenation of Internal Alkynes
[(NHC)(cymene)RuCl(2)] (NHC=N‐heterocyclic carbene) complexes instigate a light‐driven gem‐hydrogenation of internal alkynes with concomitant formation of discrete Grubbs‐type ruthenium carbene species. This unorthodox reactivity mode is harnessed in the form of a “hydrogenative metathesis” reaction...
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/PMC7589215/ https://www.ncbi.nlm.nih.gov/pubmed/32608043 http://dx.doi.org/10.1002/anie.202007030 |
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author | Biberger, Tobias Zachmann, Raphael J. Fürstner, Alois |
author_facet | Biberger, Tobias Zachmann, Raphael J. Fürstner, Alois |
author_sort | Biberger, Tobias |
collection | PubMed |
description | [(NHC)(cymene)RuCl(2)] (NHC=N‐heterocyclic carbene) complexes instigate a light‐driven gem‐hydrogenation of internal alkynes with concomitant formation of discrete Grubbs‐type ruthenium carbene species. This unorthodox reactivity mode is harnessed in the form of a “hydrogenative metathesis” reaction, which converts an enyne substrate into a cyclic alkene. The intervention of ruthenium carbenes formed in the actual gem‐hydrogenation step was proven by the isolation and crystallographic characterization of a rather unusual representative of this series carrying an unconfined alkyl group on a disubstituted carbene center. |
format | Online Article Text |
id | pubmed-7589215 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-75892152020-10-30 Grubbs Metathesis Enabled by a Light‐Driven gem‐Hydrogenation of Internal Alkynes Biberger, Tobias Zachmann, Raphael J. Fürstner, Alois Angew Chem Int Ed Engl Communications [(NHC)(cymene)RuCl(2)] (NHC=N‐heterocyclic carbene) complexes instigate a light‐driven gem‐hydrogenation of internal alkynes with concomitant formation of discrete Grubbs‐type ruthenium carbene species. This unorthodox reactivity mode is harnessed in the form of a “hydrogenative metathesis” reaction, which converts an enyne substrate into a cyclic alkene. The intervention of ruthenium carbenes formed in the actual gem‐hydrogenation step was proven by the isolation and crystallographic characterization of a rather unusual representative of this series carrying an unconfined alkyl group on a disubstituted carbene center. John Wiley and Sons Inc. 2020-08-20 2020-10-12 /pmc/articles/PMC7589215/ /pubmed/32608043 http://dx.doi.org/10.1002/anie.202007030 Text en © 2020 The Authors. Published by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Communications Biberger, Tobias Zachmann, Raphael J. Fürstner, Alois Grubbs Metathesis Enabled by a Light‐Driven gem‐Hydrogenation of Internal Alkynes |
title | Grubbs Metathesis Enabled by a Light‐Driven gem‐Hydrogenation of Internal Alkynes |
title_full | Grubbs Metathesis Enabled by a Light‐Driven gem‐Hydrogenation of Internal Alkynes |
title_fullStr | Grubbs Metathesis Enabled by a Light‐Driven gem‐Hydrogenation of Internal Alkynes |
title_full_unstemmed | Grubbs Metathesis Enabled by a Light‐Driven gem‐Hydrogenation of Internal Alkynes |
title_short | Grubbs Metathesis Enabled by a Light‐Driven gem‐Hydrogenation of Internal Alkynes |
title_sort | grubbs metathesis enabled by a light‐driven gem‐hydrogenation of internal alkynes |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7589215/ https://www.ncbi.nlm.nih.gov/pubmed/32608043 http://dx.doi.org/10.1002/anie.202007030 |
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