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  Grubbs Metathesis Enabled by a Light‐Driven gem‐Hydrogenation of Internal Alkynes

Biberger, T., Zachmann, R. J., & Fürstner, A. (2020). Grubbs Metathesis Enabled by a Light‐Driven gem‐Hydrogenation of Internal Alkynes. Angewandte Chemie International Edition, 59(42), 18423-18429. doi:10.1002/anie.202007030.

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anie202007030-sup-0001-misc_information.pdf (Supplementary material), 11MB
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 Creators:
Biberger, Tobias1, Author              
Zachmann, Raphael J.1, Author              
Fürstner, Alois1, Author              
Affiliations:
1Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445584              

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Free keywords: gem-hydrogenation; Grubbs catalysts; metal carbenes; metathesis; ruthenium
 Abstract: [(NHC)(cymene)RuCl2] (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 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.

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Language(s): eng - English
 Dates: 2020-06-192020-05-152020-06-302020-06-302020-10-12
 Publication Status: Published in print
 Pages: 7
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/anie.202007030
 Degree: -

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Title: Angewandte Chemie International Edition
  Abbreviation : Angew. Chem., Int. Ed.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 59 (42) Sequence Number: - Start / End Page: 18423 - 18429 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851