Modulating alkene reactivity from oxygenation to halogenation via electrochemical O2 activation by Mn porphyrin. Issue 10 (11th January 2021)

• Record Type: Journal Article
• Authors: Kostopoulos, Nikolaos; Banse, Frédéric; Fave, Claire; Anxolabéhère-Mallart, Elodie
• Is Part Of: Chemical communications. Volume 57:Issue 10(2021)
• Page Start: 1198
• Page End: 1201
• Publication Date: 2021-01-11
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d0cc07531k
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Modulating alkene reactivity from oxygenation to halogenation with an exogenous ligand via O2 electrochemical reductive activation. Abstract : Oxidation of organic substrates is achieved in nature under mild conditions thanks to metalloenzymes but remains a challenge for chemists. Herein we show by UV-Vis spectroelectrochemistry that when Mn III TPPCl is electrochemically reduced to Mn II in CH2 Cl2 under O2, a Mn II O2 ˙ species is generated. Benzoic anhydride reacts with the latter triggering a catalytic current in cyclic voltammetry. Electrolysis on the catalytic wave in the presence of cyclooctene leads to its oxygenation or halogenation depending on the axial ligand present as reported here for the first time.