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Iron(II)‐Catalyzed Aerobic Biomimetic Oxidation of Amines using a Hybrid Hydroquinone/Cobalt Catalyst as Electron Transfer Mediator

Arnar Guðmundsson, Srimanta Manna, Jan‐E. Bäckvall

2021Angewandte Chemie International Edition23 citationsDOIOpen Access PDF

Abstract

-catalyzed aerobic biomimetic oxidation of amines. This oxidation reaction involves several electron transfer steps and is inspired by biological oxidation in the respiratory chain. The electron transfer from the amine to molecular oxygen is aided by two coupled catalytic redox systems, which lower the energy barrier and improve the selectivity of the oxidation reaction. An iron hydrogen transfer complex was utilized as the substrate-selective dehydrogenation catalyst along with a bifunctional hydroquinone/cobalt Schiff base complex as a hybrid electron transfer mediator. Various primary and secondary amines were oxidized in air to their corresponding aldimines or ketimines in good to excellent yield.

Topics & Concepts

CatalysisChemistryHydroquinoneElectron transferCobaltDehydrogenationRedoxBifunctionalPhotochemistryCatalytic oxidationCombinatorial chemistryOrganic chemistrySynthesis and Catalytic ReactionsOxidative Organic Chemistry ReactionsAsymmetric Hydrogenation and Catalysis
Iron(II)‐Catalyzed Aerobic Biomimetic Oxidation of Amines using a Hybrid Hydroquinone/Cobalt Catalyst as Electron Transfer Mediator | Litcius