title: Arene oxidation with malonoyl peroxides.
abstract: Malonoyl peroxide 7, prepared in a single step from the commercially available diacid, is an effective reagent for the oxidation of aromatics. Reaction of an arene with peroxide 7 at room temperature leads to the corresponding protected phenol which can be unmasked by aminolysis. An ionic mechanism consistent with the experimental findings and supported by isotopic labeling, Hammett analysis, EPR investigations, and reactivity profile studies is proposed.
authors.affiliation: †WestCHEM, Department of Pure and Applied Chemistry, Thomas Graham Building, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, U.K.
authors.forename: Andrei
authors.initials: A
authors.lastname: Dragan
authors.affiliation: †WestCHEM, Department of Pure and Applied Chemistry, Thomas Graham Building, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, U.K.
authors.forename: Tomasz M
authors.initials: TM
authors.lastname: Kubczyk
authors.affiliation: †WestCHEM, Department of Pure and Applied Chemistry, Thomas Graham Building, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, U.K.
authors.forename: Julian H
authors.initials: JH
authors.lastname: Rowley
authors.affiliation: ‡WestCHEM, School of Chemistry, University of Glasgow, Joseph Black Building, University Avenue, Glasgow, G12 8QQ, U.K.
authors.forename: Stephen
authors.initials: S
authors.lastname: Sproules
authors.affiliation: †WestCHEM, Department of Pure and Applied Chemistry, Thomas Graham Building, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, U.K.
authors.forename: Nicholas C O
authors.initials: NC
authors.lastname: Tomkinson