Journal
ACS CATALYSIS
Volume 12, Issue 4, Pages 2132-2137Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.1c05557
Keywords
cobalt; hydrogen atom transfer; electrocatalysis; hydrofunctionalization; alkenes
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Funding
- Natural Science Foundation of China [21901011]
- Clinical Medicine Plus X Young Scholars Project of Peking University [7100602764]
- College of Chemistry and Molecular Engineering, Peking University
- BNLMS
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A general Co(II/III/IV) electrocatalytic platform for alkene functionalization is proposed, enabling a set of oxidative hydrofunctionalization reactions via hydrogen atom transfer without stoichiometric chemical oxidants. The study demonstrates an expansion in reactivity space in electrocatalysis by going beyond the common oxidation states of Co(I/II/III) in the VB12 system.
Here we disclose a general Co(II/III/IV) electrocatalytic platform for alkene functionalization. Driven by electricity, a set of the oxidative hydrofunctionalization reactions via hydrogen atom transfer were demonstrated without the need for stochiometric chemical oxidants. The scope of the reactions encompasses hydroalkoxylation, hydroacyloxylation, hydroarylation, semipinacol rearrangement, and deallylation. Mechanistic studies and stereochemical evidence support an ECEC process involving an electrochemically generated organocobalt(IV) intermediate. This work presents an example of reactivity space expansion in electrocatalysis in the VB12-system by going beyond the common oxidation states of Co(I/II/III).
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