From Styrenes to Fluorinated Benzyl Bromides: A Photoinduced Difunctionalization via Atom Transfer Radical Addition
Albert Granados, Roshan K. Dhungana, Mohammed Sharique, Jadab Majhi, Gary A. Molander
Abstract
An operationally simple and practical method is disclosed to achieve the difunctionalization of styrenes, generating fluorinated benzyl bromides via a photoinduced atom transfer radical addition process. The developed method is mild, atom-economical, cost-effective, employs very low photocatalyst loading (1000 ppm), and is highly compatible with a broad range of functional groups on styrene. The versatility of the fluorinated benzyl bromides is demonstrated through their derivatization to a variety of valuable compounds.
Topics & Concepts
ChemistryStyreneDerivatizationCombinatorial chemistryAtom-transfer radical-polymerizationAtom (system on chip)PhotochemistryPhotocatalysisOrganic chemistryCatalysisMonomerPolymerComputer scienceEmbedded systemHigh-performance liquid chromatographyCopolymerFluorine in Organic ChemistryRadical Photochemical ReactionsCatalytic C–H Functionalization Methods