Cargando…

Light‐Driven gem Hydrogenation: An Orthogonal Entry into “Second‐Generation” Ruthenium Carbene Catalysts for Olefin Metathesis

The newly discovered light‐driven gem hydrogenation of alkynes opens an unconventional yet efficient entry into five‐coordinate Grubbs‐type ruthenium carbene complexes with cis‐disposed chloride ligands. Representatives of this class featuring a chelate substructure formed by an iodo‐substituted ben...

Descripción completa

Detalles Bibliográficos
Autores principales: Zachmann, Raphael J., Fürstner, Alois
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8251631/
https://www.ncbi.nlm.nih.gov/pubmed/33871083
http://dx.doi.org/10.1002/chem.202101176
_version_ 1783717129580707840
author Zachmann, Raphael J.
Fürstner, Alois
author_facet Zachmann, Raphael J.
Fürstner, Alois
author_sort Zachmann, Raphael J.
collection PubMed
description The newly discovered light‐driven gem hydrogenation of alkynes opens an unconventional yet efficient entry into five‐coordinate Grubbs‐type ruthenium carbene complexes with cis‐disposed chloride ligands. Representatives of this class featuring a chelate substructure formed by an iodo‐substituted benzylidene unit react with (substituted) 2‐isopropoxystyrene to give prototypical “second‐generation” Grubbs‐Hoveyda complexes for olefin metathesis. The new approach to this venerable catalyst family is safe and versatile as it uses a triple bond rather than phenyldiazomethane as the ultimate carbene source and does not require any sacrificial phosphines.
format Online
Article
Text
id pubmed-8251631
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher John Wiley and Sons Inc.
record_format MEDLINE/PubMed
spelling pubmed-82516312021-07-06 Light‐Driven gem Hydrogenation: An Orthogonal Entry into “Second‐Generation” Ruthenium Carbene Catalysts for Olefin Metathesis Zachmann, Raphael J. Fürstner, Alois Chemistry Communications The newly discovered light‐driven gem hydrogenation of alkynes opens an unconventional yet efficient entry into five‐coordinate Grubbs‐type ruthenium carbene complexes with cis‐disposed chloride ligands. Representatives of this class featuring a chelate substructure formed by an iodo‐substituted benzylidene unit react with (substituted) 2‐isopropoxystyrene to give prototypical “second‐generation” Grubbs‐Hoveyda complexes for olefin metathesis. The new approach to this venerable catalyst family is safe and versatile as it uses a triple bond rather than phenyldiazomethane as the ultimate carbene source and does not require any sacrificial phosphines. John Wiley and Sons Inc. 2021-05-01 2021-05-17 /pmc/articles/PMC8251631/ /pubmed/33871083 http://dx.doi.org/10.1002/chem.202101176 Text en © 2021 The Authors. Published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://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
Zachmann, Raphael J.
Fürstner, Alois
Light‐Driven gem Hydrogenation: An Orthogonal Entry into “Second‐Generation” Ruthenium Carbene Catalysts for Olefin Metathesis
title Light‐Driven gem Hydrogenation: An Orthogonal Entry into “Second‐Generation” Ruthenium Carbene Catalysts for Olefin Metathesis
title_full Light‐Driven gem Hydrogenation: An Orthogonal Entry into “Second‐Generation” Ruthenium Carbene Catalysts for Olefin Metathesis
title_fullStr Light‐Driven gem Hydrogenation: An Orthogonal Entry into “Second‐Generation” Ruthenium Carbene Catalysts for Olefin Metathesis
title_full_unstemmed Light‐Driven gem Hydrogenation: An Orthogonal Entry into “Second‐Generation” Ruthenium Carbene Catalysts for Olefin Metathesis
title_short Light‐Driven gem Hydrogenation: An Orthogonal Entry into “Second‐Generation” Ruthenium Carbene Catalysts for Olefin Metathesis
title_sort light‐driven gem hydrogenation: an orthogonal entry into “second‐generation” ruthenium carbene catalysts for olefin metathesis
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8251631/
https://www.ncbi.nlm.nih.gov/pubmed/33871083
http://dx.doi.org/10.1002/chem.202101176
work_keys_str_mv AT zachmannraphaelj lightdrivengemhydrogenationanorthogonalentryintosecondgenerationrutheniumcarbenecatalystsforolefinmetathesis
AT furstneralois lightdrivengemhydrogenationanorthogonalentryintosecondgenerationrutheniumcarbenecatalystsforolefinmetathesis