A Cobalt-Catalyzed Enantioconvergent Radical Negishi C(sp3)–C(sp2) Cross-Coupling with Chiral Multidentate N,N,P‑Ligand

A cobalt-catalyzed enantioconvergent radical Negishi C­(sp3)–C­(sp2) cross-coupling of racemic benzyl chlorides with arylzinc reagents has been developed in good yield with moderate enantioselectivities. This strategy provides an expedient access toward a range of enantioenriched 1,1-diarylmethanes....

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Bibliographic Details
Published in:Organometallics 2021-07, Vol.40 (14), p.2215-2219
Main Authors: Li, Zhuang, Cheng, Xian-Yan, Yang, Ning-Yuan, Chen, Ji-Jun, Tang, Wen-Yue, Bian, Jun-Qian, Cheng, Yong-Feng, Li, Zhong-Liang, Gu, Qiang-Shuai, Liu, Xin-Yuan
Format: Article
Language:English
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Summary:A cobalt-catalyzed enantioconvergent radical Negishi C­(sp3)–C­(sp2) cross-coupling of racemic benzyl chlorides with arylzinc reagents has been developed in good yield with moderate enantioselectivities. This strategy provides an expedient access toward a range of enantioenriched 1,1-diarylmethanes. Key to this discovery is the utilization of a chiral multidentate anionic N,N,P-ligand to strongly coordinate with the cobalt catalyst and tune its chiral environment, thus achieving the enantiocontrol over the highly reactive prochiral alkyl radical species.
ISSN:0276-7333
1520-6041
DOI:10.1021/acs.organomet.1c00190