Terminal Selective Arylation of Inert Alkanes via Radical-Organometallic Crossover.

ABSTRACT: Selectivity is an essential part of organic synthesis and key to synthetic efficiency, where it can help reduce energy requirements for product separation, purification, and disposal of low value by-products. However, selectivity is challenging to achieve in hydrocarbon molecules, with C─H functionalization of alkanes almost invariably leading to a complex mixture of products favoring branched isomers and linear selectivity remaining elusive. Herein we report a mild and direct method that combines photo-hydrogen atom transfer (photo-HAT) and nickel catalyzed organometallic chainwalking chemistry to give the first highly linear selective arylation reaction starting from inert alkanes. Key to success is crossover from a radical to organometallic chainwalking mechanism permitted by a monodent

SUBMITTER: Yu S 

PROVIDER: S-EPMC12465511 | biostudies-literature | 2025 Oct

REPOSITORIES: biostudies-literature