Issue 12, 2020

Photocatalytic transfer hydrogenolysis of aromatic ketones using alcohols

Abstract

A mild method of photocatalytic deoxygenation of aromatic ketones to alkyl arenes was developed, which utilized alcohols as green hydrogen donors. No hydrogen evolution during this transformation suggested a mechanism of direct hydrogen transfer from alcohols. Control experiments with additives indicated the role of acid in transfer hydrogenolysis, and catalyst characterization confirmed a larger number of Lewis acidic sites on the optimal Pd/TiO2 photocatalyst. Hence, a combination of hydrogen transfer sites and acidic sites may be responsible for efficient deoxygenation without additives. The photocatalyst showed reusability and achieved selective reduction in a variety of aromatic ketones.

Graphical abstract: Photocatalytic transfer hydrogenolysis of aromatic ketones using alcohols

Supplementary files

Article information

Article type
Paper
Submitted
29 2 2020
Accepted
28 4 2020
First published
28 4 2020

Green Chem., 2020,22, 3802-3808

Photocatalytic transfer hydrogenolysis of aromatic ketones using alcohols

H. Li, Z. Gao, L. Lei, H. Liu, J. Han, F. Hong, N. Luo and F. Wang, Green Chem., 2020, 22, 3802 DOI: 10.1039/D0GC00732C

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