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Photo‐Induced Ruthenium‐Catalyzed C−H Arylations at Ambient Temperature
Ist Teil von
Angewandte Chemie (International ed.), 2020-10, Vol.59 (41), p.18103-18109
Auflage
International ed. in English
Ort / Verlag
Germany: Wiley Subscription Services, Inc
Erscheinungsjahr
2020
Link zum Volltext
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
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.
Light‐enabled ruthenium‐catalyzed C−H activation enables direct arylations at room temperature. Biscyclometalated ruthenium intermediates were identified as photoredox catalysts through a metal‐to‐ligand charge transfer (MLCT), intersystem crossing (ISC) and inner‐sphere electron transfer (ISET) manifold.