Donor–Acceptor Fluorophores for Visible-Light-PromotedOrganic Synthesis: Photoredox/Ni Dual Catalytic C(sp3)–C(sp2)Cross-Coupling

Abstract Click to copy section link Section link copied! We describe carbazolyl dicyanobenzene (CDCB)-based donor–acceptor (D–A) fluorophores as a class of cheap, easily accessible, and efficient metal-free photoredox catalysts for organic synthesis. By changing the number and position of carbazolyl and cyano groups on the center benzene ring, CDCBs with a wide range of photoredox potentials are obtained to effectively drive the energetically demanding C(sp 3 )–C(sp 2 ) cross-coupling of carboxylic acids and alkyltrifluoroborates with aryl halides via a photoredox/Ni dual catalysis mechanism. This work validates the utility of D–A fluorophores in guiding the rational design of metal-free photoredox catalysts for visible-light-promoted organic synthesis. ACS Publications Copyright © 2016 American Chemical Society Subjects what are subjects Article subjects are automatically applied from the ACS Subject Taxonomy and describe the scientific concepts and themes of the article. Aromatic compounds Catalysts Cross coupling reaction Fluorophores Photocatalysts Keywords what are keywords Article keywords are supplied by the authors and highlight key terms and topics

of the paper. donor−acceptor fluorophores photoredox catalysis nickel catalysis visible light cross-coupling