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Photo‐Induced Ruthenium‐Catalyzed C−H Arylations at Ambient Temperature

Ambient temperature ruthenium‐catalyzed C−H arylations were accomplished by visible light without additional photocatalysts. The robustness of the ruthenium‐catalyzed C−H functionalization protocol was reflected by a broad range of sensitive functional groups and synthetically useful pyrazoles, tria...

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Autores principales: Korvorapun, Korkit, Struwe, Julia, Kuniyil, Rositha, Zangarelli, Agnese, Casnati, Anna, Waeterschoot, Marjo, Ackermann, Lutz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7589283/
https://www.ncbi.nlm.nih.gov/pubmed/32662573
http://dx.doi.org/10.1002/anie.202003035
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author Korvorapun, Korkit
Struwe, Julia
Kuniyil, Rositha
Zangarelli, Agnese
Casnati, Anna
Waeterschoot, Marjo
Ackermann, Lutz
author_facet Korvorapun, Korkit
Struwe, Julia
Kuniyil, Rositha
Zangarelli, Agnese
Casnati, Anna
Waeterschoot, Marjo
Ackermann, Lutz
author_sort Korvorapun, Korkit
collection PubMed
description Ambient temperature ruthenium‐catalyzed C−H arylations were accomplished by visible light without additional photocatalysts. The robustness of the ruthenium‐catalyzed C−H functionalization protocol was reflected by a broad range of sensitive functional groups and synthetically useful pyrazoles, triazoles and sensitive nucleosides and nucleotides, as well as multifold C−H functionalizations. Biscyclometalated ruthenium complexes were identified as the key intermediates in the photoredox ruthenium catalysis by detailed computational and experimental mechanistic analysis. Calculations suggested that the in situ formed photoactive ruthenium species preferably underwent an inner‐sphere electron transfer.
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spelling pubmed-75892832020-10-30 Photo‐Induced Ruthenium‐Catalyzed C−H Arylations at Ambient Temperature Korvorapun, Korkit Struwe, Julia Kuniyil, Rositha Zangarelli, Agnese Casnati, Anna Waeterschoot, Marjo Ackermann, Lutz Angew Chem Int Ed Engl Research Articles Ambient temperature ruthenium‐catalyzed C−H arylations were accomplished by visible light without additional photocatalysts. The robustness of the ruthenium‐catalyzed C−H functionalization protocol was reflected by a broad range of sensitive functional groups and synthetically useful pyrazoles, triazoles and sensitive nucleosides and nucleotides, as well as multifold C−H functionalizations. Biscyclometalated ruthenium complexes were identified as the key intermediates in the photoredox ruthenium catalysis by detailed computational and experimental mechanistic analysis. Calculations suggested that the in situ formed photoactive ruthenium species preferably underwent an inner‐sphere electron transfer. John Wiley and Sons Inc. 2020-08-17 2020-10-05 /pmc/articles/PMC7589283/ /pubmed/32662573 http://dx.doi.org/10.1002/anie.202003035 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-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 Research Articles
Korvorapun, Korkit
Struwe, Julia
Kuniyil, Rositha
Zangarelli, Agnese
Casnati, Anna
Waeterschoot, Marjo
Ackermann, Lutz
Photo‐Induced Ruthenium‐Catalyzed C−H Arylations at Ambient Temperature
title Photo‐Induced Ruthenium‐Catalyzed C−H Arylations at Ambient Temperature
title_full Photo‐Induced Ruthenium‐Catalyzed C−H Arylations at Ambient Temperature
title_fullStr Photo‐Induced Ruthenium‐Catalyzed C−H Arylations at Ambient Temperature
title_full_unstemmed Photo‐Induced Ruthenium‐Catalyzed C−H Arylations at Ambient Temperature
title_short Photo‐Induced Ruthenium‐Catalyzed C−H Arylations at Ambient Temperature
title_sort photo‐induced ruthenium‐catalyzed c−h arylations at ambient temperature
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7589283/
https://www.ncbi.nlm.nih.gov/pubmed/32662573
http://dx.doi.org/10.1002/anie.202003035
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