4.8 Article

Photo-Induced Ruthenium-Catalyzed C-H Arylations at Ambient Temperature

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 41, Pages 18103-18109

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202003035

Keywords

arylation; C-H activation; photocatalysis; photochemistry; ruthenium

Funding

  1. DAAD
  2. DFG (Gottfried-Wilhelm-Leibniz prize)
  3. Projekt DEAL

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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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