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Electrochemical Nickel-Catalyzed 1,2-Diarylation of 1,3-Dienes

Wangzhe Chen, Lei Yu, Yi Pan, Shengyang Ni, Yi Wang

2023Organic Letters12 citationsDOI

Abstract

Due to the presence of carbon-carbon double bonds, 1,3-dienes exhibit great reactivity. A protocol for the site-selective diarylation of terminal 1,3-dienes is reported here. The transformation is facilitated by the Ni catalyst without the need for additional ligands, utilizing an electrochemical setup. Preliminary results indicate that by introducing chiral ligands moderate enantioselective diarylation products can be obtained. This method affords diversely substituted diarylated products that occur as structural motifs in various natural products.

Topics & Concepts

ChemistryCatalysisNickelElectrochemistryCombinatorial chemistryOrganic chemistryElectrodePhysical chemistryRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsFluorine in Organic Chemistry
Electrochemical Nickel-Catalyzed 1,2-Diarylation of 1,3-Dienes | Litcius