Merging Electrolysis and Nickel Catalysis in Redox Neutral Cross-Coupling Reactions: Experiment and Computation for Electrochemically Induced C–P and C–Se Bonds Formation

Type
Article

Authors
Zhu, Chen
Yue, Huifeng
Nikolaienko, Pavlo
Rueping, Magnus

KAUST Department
Chemical Science Program
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division

Online Publication Date
2020-03-26

Print Publication Date
2020-04

Date
2020-03-26

Submitted Date
2019-12-16

Abstract
We have achieved a nickel-catalyzed cross-coupling reaction via concerted paired electrolysis under mild reaction conditions. In this electrochemical transformation, the anodic oxidation of Ni II to Ni III and cathodic reduction of Ni I to Ni 0 occurred simultaneously, resulting in an economical and sustainable cross-coupling protocol. Moreover, we performed mechanistic investigations, achieved by experiments and density functional theory (DFT) calculations for different C–heteroatom bond formations to reveal the catalytic cycle in more detail.

Citation
Zhu, C., Yue, H., Nikolaienko, P., & Rueping, M. (2020). Merging Electrolysis and Nickel Catalysis in Redox Neutral Cross-Coupling Reactions: Experiment and Computation for Electrochemically Induced C–P and C–Se Bonds Formation. CCS Chemistry, 179–190. doi:10.31635/ccschem.020.201900112

Acknowledgements
C.Z. acknowledges King Abdullah University of Science and Technology (KAUST) for support and the KAUST Supercomputing Laboratory for providing computational resources of the supercomputer Shaheen II. This work was financially supported by the King Abdullah University of Science and Technology (KAUST), Saudi Arabia, Office of Sponsored Research (URF/1/3754).

Publisher
Chinese Chemical Society

Journal
CCS Chemistry

DOI
10.31635/ccschem.020.201900112

Additional Links
http://www.chinesechemsoc.org/doi/10.31635/ccschem.020.201900112

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