Oxidation of organic molecules with a redox-Active guanidine catalyst

• Verfasst von: Wild, Ute [VerfasserIn]
• Verfasst von: Schön, Florian [VerfasserIn]
• Verfasst von: Himmel, Hans-Jörg [VerfasserIn]
• Titel: Oxidation of organic molecules with a redox-Active guanidine catalyst
• Verf.angabe: Ute Wild, Florian Schön, Hans-Jörg Himmel
• Umfang: 4 S.
• Fussnoten: Gesehen am 11.06.2018
• Titel Quelle: Enthalten in: Angewandte Chemie / International edition
• Jahr Quelle: 2017
• Band/Heft Quelle: 56(2017), 51, S. 16410-16413
• ISSN Quelle: 1521-3773
• DOI: doi:10.1002/anie.201709809
• Datenträger: Online-Ressource
• Sprache: eng
• K10plus-PPN: 1576226794

Abstract

Herein, we report the first examples of the use of redox-active guanidines as catalysts in the green oxidation of organic molecules with dioxygen. In one half-reaction, the oxidized form of the redox-active guanidine is converted into the reduced, protonated state, thereby enabling dehydrogenative oxidation of the substrate (3,5-di-tert-butylcatechol→ortho-benzoquinone, benzoin→benzil, and 2,4-di-tert-butylphenol→biphenol). In the other half-reaction, efficient re-oxidation of the guanidine to the oxidized state is achieved with dioxygen in the presence of a copper catalyst. These results pave the way for the broader use of redox-active guanidines as oxidation catalysts.