Issue 17, 2021

Hydroxyl radical-mediated oxidative cleavage of C[double bond, length as m-dash]C bonds and further esterification reaction by heterogeneous semiconductor photocatalysis

Abstract

A hydroxyl radical-mediated aerobic cleavage of alkenes and further sequence esterification reaction for the preparation of carbonyl compounds have been developed by using tubular carbon nitride (TCN) as a general heterogeneous photocatalyst under an oxygen atmosphere with visible light irradiation. This protocol has an excellent substrate scope and gives the desired aldehydes, ketones and esters in moderate to high yields. Importantly, this metal-free procedure employed photogenerated hydroxyl radicals in situ as green oxidation active species, avoiding the present additional initiators. The reaction could be carried out under solar light irradiation and was applicable to large-scale reactions. Furthermore, the recyclable TCN catalyst could be used several times without a significant loss of activities.

Graphical abstract: Hydroxyl radical-mediated oxidative cleavage of C [[double bond, length as m-dash]] C bonds and further esterification reaction by heterogeneous semiconductor photocatalysis

Supplementary files

Article information

Article type
Paper
Submitted
01 Jun 2021
Accepted
27 Jul 2021
First published
28 Jul 2021

Green Chem., 2021,23, 6591-6597

Hydroxyl radical-mediated oxidative cleavage of C[double bond, length as m-dash]C bonds and further esterification reaction by heterogeneous semiconductor photocatalysis

H. Wang, R. Jia, M. Hong, H. Miao, B. Ni and T. Niu, Green Chem., 2021, 23, 6591 DOI: 10.1039/D1GC01931G

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