Issue 13, 2024

Visible-light-induced aerobic oxidation of alcohols to aldehydes/ketones via solvated dispersion intermediates

Abstract

Selective oxidation of alcohols to aldehydes/ketones is an important reaction in the fine and bulk chemicals fields. However, the classical alcohol oxidation methods are often performed under unfriendly conditions or use stoichiometric oxidants. Herein, we report an ingenious system that enables high selectivity (up to 99%) and high conversion (up to 97%) with high reaction rates in the aerobic oxidation of alcohols to aldehydes/ketones for a broad range of alcohols, proceeding smoothly via mixing the solvent ethyl acetate and HBr under ambient conditions with visible light irradiation. Experimental characterization and theoretical calculations reveal that solvated dispersion intermediates are formed spontaneously in situ through noncovalent interactions among the molecules in the reaction system, which is proposed to be the origin of the high selectivity and high activity of this reaction. The dispersion system provides a feasible activation approach for aerobic oxidation of alcohols to aldehydes/ketones with high performance under visible light.

Graphical abstract: Visible-light-induced aerobic oxidation of alcohols to aldehydes/ketones via solvated dispersion intermediates

Supplementary files

Article information

Article type
Paper
Submitted
11 Mar 2024
Accepted
27 May 2024
First published
13 Jun 2024

Green Chem., 2024,26, 7902-7910

Visible-light-induced aerobic oxidation of alcohols to aldehydes/ketones via solvated dispersion intermediates

W. Lei, R. Liu, R. Li, Y. Liu and C. Li, Green Chem., 2024, 26, 7902 DOI: 10.1039/D4GC01210K

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