title: Radical Cation Cycloadditions Using Cleavable Redox Auxiliaries.
abstract: The incorporation of an easily oxidized arylsulfide moiety facilitates the photocatalytic generation of alkene radical cations that undergo a variety of cycloaddition reactions with electron-rich reaction partners. The sulfide moiety can subsequently be reductively cleaved in a traceless fashion, affording products that are not otherwise directly accessible using photoredox catalysis. This approach constitutes a novel oxidative "redox auxiliary" strategy that offers a practical means to circumvent a fundamental thermodynamic limitation facing photoredox reactions.
authors.affiliation: Department of Chemistry, University of Wisconsin-Madison , 1101 University Avenue, Madison, Wisconsin 53706, United States.
authors.forename: Shishi
authors.initials: S
authors.lastname: Lin
authors.affiliation: Department of Chemistry, University of Wisconsin-Madison , 1101 University Avenue, Madison, Wisconsin 53706, United States.
authors.forename: Shane D
authors.initials: SD
authors.lastname: Lies
authors.affiliation: Department of Chemistry, University of Wisconsin-Madison , 1101 University Avenue, Madison, Wisconsin 53706, United States.
authors.forename: Christopher S
authors.initials: CS
authors.lastname: Gravatt
authors.affiliation: Department of Chemistry, University of Wisconsin-Madison , 1101 University Avenue, Madison, Wisconsin 53706, United States.
authors.forename: Tehshik P
authors.identifier: 0000-0002-3934-4973
authors.initials: TP
authors.lastname: Yoon
mesh_terms: D002384:Catalysis; D002412:Cations / Q000737:chemistry*; D061565:Cycloaddition Reaction; D015394:Molecular Structure; D010084:Oxidation-Reduction
chemical_list: D002412:Cations