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

Published version
Peer-reviewed

Type

Article

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Authors

Guðmundsson, Arnar 

Abstract

Herein we report the first FeII -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.

Description

Keywords

aerobic oxidation, amines, electron transfer, homogeneous catalysis, iron, Amines, Biomimetics, Catalysis, Cobalt, Coordination Complexes, Hydroquinones, Imines, Iron, Oxidation-Reduction, Oxygen, Schiff Bases

Journal Title

Angew Chem Int Ed Engl

Conference Name

Journal ISSN

1433-7851
1521-3773

Volume Title

60

Publisher

Wiley