Enantioselective reductive cross-couplings to forge C(sp<sup>2</sup>)-C(sp<sup>3</sup>) bonds by merging electrochemistry with nickel catalysis.
basic_science · Level V
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- Record sourced from PubMed, PMID 39875390.
- Also identified by DOI 10.1038/s41467-025-56377-w and PMC identifier 11775263.
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Abstract
Motivated by the inherent benefits of synergistically combining electrochemical methodologies with nickel catalysis, we present here a Ni-catalyzed enantioselective electroreductive cross-coupling of benzyl chlorides with aryl halides, yielding chiral 1,1-diaryl compounds with good to excellent enantioselectivity. This catalytic reaction can not only be applied to aryl chlorides/bromides, which are challenging to access by other means, but also to benzyl chlorides containing silicon groups. Additionally, the absence of a sacrificial anode lays a foundation for scalability. The combination of cyclic voltammetry analysis with electrode potential studies suggests that Ni<sup>I</sup> species activate aryl halides via oxidative addition and alkyl chlorides via single electron transfer.