Oxidative Addition to Palladium(0) Made Easy through Photoexcited‐State Metal Catalysis: Experiment and Computation

R. Kancherla, K. Muralirajan, B. Maity, C. Zhu, P. Krach, L. Cavallo, M. Rueping
Angewandte Chemie - International Edition, (2019)

Oxidative Addition to Palladium(0) Made Easy through Photoexcited‐State Metal Catalysis: Experiment and Computation

Keywords

Alkyl halides, Decarboxylation, DFT, Palladium, Visible light

Abstract

​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 Pd0 is key for the efficient transformation.

Code

DOI: 10.1002/anie.201811439

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