title: Fluorinated Sulfilimino Iminiums: Efficient and Versatile Sources of Perfluoroalkyl Radicals under Photoredox Catalysis.
abstract: Reported herein is the use of S-perfluoroalkyl sulfilimino iminiums as a new source of RFradicals under visible-light photoredox catalysis (RF=CF3, C4F9, CF2Br, CFCl2). These shelf-stable perfluoroalkyl reagents, readily prepared on gram scale from the corresponding sulfoxide using a one-pot procedure, allow the efficient photoredox-induced oxyperfluoroalkylation of various alkenes using fac-Ir(ppy)3as the photocatalyst. Importantly, spin-trapping/electron paramagnetic resonance experiments were carried out to characterize all the radical intermediates involved in this radical/cationic process.
authors.affiliation: Institut Lavoisier de Versailles, UMR 8180, Université de Versailles-Saint-Quentin, 78035, Versailles Cedex, France.
authors.forename: Marion
authors.initials: M
authors.lastname: Daniel
authors.affiliation: Institut Lavoisier de Versailles, UMR 8180, Université de Versailles-Saint-Quentin, 78035, Versailles Cedex, France.
authors.forename: Guillaume
authors.initials: G
authors.lastname: Dagousset
authors.affiliation: Institut Lavoisier de Versailles, UMR 8180, Université de Versailles-Saint-Quentin, 78035, Versailles Cedex, France.
authors.forename: Patrick
authors.initials: P
authors.lastname: Diter
authors.affiliation: Aix-Marseille Université-CNRS, Institut de Chimie Radicalaire, UMR 7273, 13397, Marseille Cedex 20, France.
authors.forename: Pierre-André
authors.initials: PA
authors.lastname: Klein
authors.affiliation: Aix-Marseille Université-CNRS, Institut de Chimie Radicalaire, UMR 7273, 13397, Marseille Cedex 20, France.
authors.forename: Béatrice
authors.initials: B
authors.lastname: Tuccio
authors.affiliation: Institut Lavoisier de Versailles, UMR 8180, Université de Versailles-Saint-Quentin, 78035, Versailles Cedex, France.
authors.forename: Anne-Marie
authors.initials: AM
authors.lastname: Goncalves
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS, 91198, Gif-sur-Yvette Cedex, France.
authors.forename: Géraldine
authors.initials: G
authors.lastname: Masson
authors.affiliation: Institut Lavoisier de Versailles, UMR 8180, Université de Versailles-Saint-Quentin, 78035, Versailles Cedex, France.
authors.forename: Emmanuel
authors.identifier: 0000-0003-3392-3971
authors.initials: E
authors.lastname: Magnier
keywords: EPR spectroscopy; fluoroalkylation; photochemistry; radicals; reaction mechanisms