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Photo‐Induced Ruthenium‐Catalyzed C−H Arylations at Ambient Temperature
Author(s) -
Korvorapun Korkit,
Struwe Julia,
Kuniyil Rositha,
Zangarelli Agnese,
Casnati Anna,
Waeterschoot Marjo,
Ackermann Lutz
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202003035
Subject(s) - ruthenium , catalysis , chemistry , photochemistry , combinatorial chemistry , photoredox catalysis , organic chemistry , photocatalysis
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.