TY - JOUR
T1 - Oxidative Addition to Palladium(0) Made Easy through Photoexcited-State Metal Catalysis: Experiment and Computation
AU - Kancherla, Rajesh
AU - Muralirajan, Krishnamoorthy
AU - Maity, Bholanath
AU - Zhu, Chen
AU - Krach, Patricia E.
AU - Cavallo, Luigi
AU - Rueping, Magnus
N1 - KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: P.E.K. thanks the Deutsche Bundesstiftung Umwelt for a doctoral stipend. The research leading to these results has received funding from the European Research Council under the European Union's Seventh Framework Programme (FP/2007–2013)/ ERC Grant Agreement no. 617044 (SunCatChem). B.M., C.Z. and L.C. acknowledge King Abdullah University of Science and Technology (KAUST) for computational resources of the supercomputer Shaheen II.
PY - 2019/1/9
Y1 - 2019/1/9
N2 - 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 is key for the efficient transformation.
AB - 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 is key for the efficient transformation.
UR - http://hdl.handle.net/10754/631189
UR - https://onlinelibrary.wiley.com/doi/full/10.1002/anie.201811439
UR - http://www.scopus.com/inward/record.url?scp=85059850279&partnerID=8YFLogxK
U2 - 10.1002/anie.201811439
DO - 10.1002/anie.201811439
M3 - Article
C2 - 30520235
SN - 1433-7851
VL - 58
SP - 3412
EP - 3416
JO - Angewandte Chemie International Edition
JF - Angewandte Chemie International Edition
IS - 11
ER -