title: Visible-Light-Mediated Generation of Nitrogen-Centered Radicals: Metal-Free Hydroimination and Iminohydroxylation Cyclization Reactions.
abstract: The formation and use of iminyl radicals in novel and divergent hydroimination and iminohydroxylation cyclization reactions has been accomplished through the design of a new class of reactive O-aryl oximes. Owing to their low reduction potentials, the inexpensive organic dye eosin Y could be used as the photocatalyst of the organocatalytic hydroimination reaction. Furthermore, reaction conditions for a unique iminohydroxylation were identified; visible-light-mediated electron transfer from novel electron donor-acceptor complexes of the oximes and Et3N was proposed as a key step of this process.
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL (UK).
authors.forename: Jacob
authors.initials: J
authors.lastname: Davies
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL (UK).
authors.forename: Samuel G
authors.initials: SG
authors.lastname: Booth
authors.affiliation: School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS (UK).
authors.forename: Stephanie
authors.initials: S
authors.lastname: Essafi
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL (UK).
authors.forename: Robert A W
authors.initials: RA
authors.lastname: Dryfe
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL (UK). daniele.leonori@manchester.ac.uk.
authors.forename: Daniele
authors.initials: D
authors.lastname: Leonori
keywords: electron transfer; hydroimination; iminohydroxylation; photoredox catalysis; visible light