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Oxidative Addition to Palladium(0) Made Easy through Photoexcited‐State Metal Catalysis: Experiment and Computation
Author(s) -
Kancherla Rajesh,
Muralirajan Krishnamoorthy,
Maity Bholanath,
Zhu Chen,
Krach Patricia E.,
Cavallo Luigi,
Rueping Magnus
Publication year - 2019
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.201811439
Subject(s) - palladium , alkyl , catalysis , chemistry , halide , photochemistry , oxidative addition , metal , organic chemistry
Visible‐light induced, palladium catalyzed alkylations of α,β‐unsaturated acids with unactivated alkyl bromides are described. A variety of primary, secondary, and tertiary alkyl bromides are activated by the photoexcited palladium metal catalyst to provide a series of olefins at room temperature under mild reaction conditions. Mechanistic investigations and density functional theory (DFT) studies suggest that a photoinduced inner‐sphere mechanism is operative in which a barrierless, single‐electron transfer oxidative addition of the alkyl halide to Pd 0 is key for the efficient transformation.