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Visible Light‐Driven, One‐pot Amide Synthesis Catalyzed by the B12 Model Complex under Aerobic Conditions.

Authors :
Tian, Hui
Shimakoshi, Hisashi
Ono, Toshikazu
Hisaeda, Yoshio
Source :
ChemPlusChem. Mar2019, Vol. 84 Issue 3, p237-240. 4p.
Publication Year :
2019

Abstract

A visible light responsive catalytic system with the B12 complex as the catalyst and [Ir(dtbbpy)(ppy)2]PF6 as the photosensitizer was developed. It provides a convenient and efficient way to synthesize amides. Based on this method, trichlorinated organic compounds were converted into amides in the presence of an amine under aerobic conditions at room temperature in a one‐pot procedure. Various trichlorinated organic compounds and an amine source, such as primary, secondary, and cyclic amines, have been evaluated for this transformation, providing the expected products in moderate to excellent yields. Notably, product formation depended on the reaction atmosphere where the amide was obtained under aerobic conditions while partially dechlorinated products were obtained under anaerobic conditions. As this protocol is free from hazardous reagents, extra additives, noble metals, and dangerous gas, the present method provides a novel and efficient approach for amide synthesis under mild and easily controlled conditions. I see the light: A visible light responsive catalytic system with the B12 complex as the catalyst and [Ir(dtbbpy)(ppy)2]PF6 as the photosensitizer has been developed, and provides a convenient and efficient method for amide formation under air at room temperature. This protocol is free from hazardous reagents, extra additives, noble metals as well as dangerous gas and was applied to a wide range of trichlorinated organic compounds as the substrate to form a variety of amides (see figure). [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
21926506
Volume :
84
Issue :
3
Database :
Academic Search Index
Journal :
ChemPlusChem
Publication Type :
Academic Journal
Accession number :
135623131
Full Text :
https://doi.org/10.1002/cplu.201800522