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

Guđmundsson, Arnar (author): Stockholms universitet,Institutionen för organisk kemi,Stockholm University

Manna, Srimanta (author): Stockholms universitet,Institutionen för organisk kemi,Stockholm University

Bäckvall, Jan-E. (author): Mittuniversitetet,Stockholms universitet,Institutionen för organisk kemi,Mid Sweden University, Sweden,Institutionen för naturvetenskap,Stockholm University

(creator_code:org_t)

2021-05-04
2021
English.
In: Angewandte Chemie International Edition. - : Wiley. - 1433-7851 .- 1521-3773. ; 60:21, s. 11819-11823

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Abstract Subject headings

Herein we report the first Fe-II-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.

By the author/editor: Guđmundsson, Arn ...; Manna, Srimanta; Bäckvall, Jan-E.

About the subject

NATURAL SCIENCES: NATURAL SCIENCES; and Chemical Science ...; and Organic Chemistr ...

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