Metal-Free Iodoperfluoroalkylation: Photocatalysis versus Frustrated Lewis Pair Catalysis
Constantin Czekelius, Lucas Helmecke, Michael Spittler, Bernd M. Schmidt
Abstract
A comparison of two catalytic, metal-free iodoperfluoroalkylation protocols is presented. Frustrated Lewis pairs [ t Bu3P/B(C6F5)3] or phosphines/phosphites under visible light irradiation efficiently mediate the functionalization of non-activated alkenes and alkynes. A comprehensive account of the corresponding substrate scopes as well as insights into the mechanistic details of both reaction pathways are provided.
Topics & Concepts
ChemistryFrustrated Lewis pairPhotocatalysisLewis acids and basesCatalysisMetalSubstrate (aquarium)AlkylationSurface modificationCombinatorial chemistryPhotochemistryOrganic chemistryPhysical chemistryGeologyOceanographyFluorine in Organic ChemistryOrganoboron and organosilicon chemistryRadical Photochemical Reactions