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Visible-Light-Promoted Diboron-Mediated Transfer Hydrogenation of Azobenzenes to Hydrazobenzenes.

Authors :
Song M
Zhou H
Wang G
Ma B
Jiang Y
Yang J
Huo C
Wang XC
Source :
The Journal of organic chemistry [J Org Chem] 2021 Mar 19; Vol. 86 (6), pp. 4804-4811. Date of Electronic Publication: 2021 Mar 10.
Publication Year :
2021

Abstract

A visible-light-promoted transfer hydrogenation of azobenzenes has been developed. In the presence of B <subscript>2</subscript> pin <subscript>2</subscript> and upon visible-light irradiation, the reactions proceeded smoothly in methanol at ambient temperature. The azobenzenes with diverse functional groups have been reduced to the corresponding hydrazobenzenes with a yield of up to 96%. Preliminary mechanistic studies indicated that the hydrogen atom comes from the solvent and the transformation is achieved through a radical pathway.

Details

Language :
English
ISSN :
1520-6904
Volume :
86
Issue :
6
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
33688729
Full Text :
https://doi.org/10.1021/acs.joc.1c00394