Synfacts 2021; 17(12): 1367
DOI: 10.1055/s-0041-1737266
Polymer-Supported Synthesis

Oxidative Cleavage and Esterification of Styrenes Promoted by Tubular Carbon Nitride

Contributor(s):
Yasuhiro Uozumi
,
Shintaro Okumura
Wang H, Jia R, Hong M, Miao H, Ni B, *, Niu T. * Jiangnan University, Wuxi, P. R. of China
Hydroxyl Radical-Mediated Oxidative Cleavage of C=C Bonds and Further Esterification Reaction by Heterogeneous Semiconductor Photocatalysis.

Green Chem. 2021;
23: 6591-6597
DOI: 10.1039/d1gc01931g.
 

Significance

Tubular carbon nitride (TCN) promoted the oxidative cleavage of styrenes under an oxygen atmosphere with visible-light irradiation to give the corresponding aldehydes or ketones in ≤83% yield (eq. 1). In the presence of an alcohol and HCl, a successive esterification took place in ≤85 % yield (eq. 2).


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Comment

In the oxidative cleavage of styrene, the catalyst was recovered and reused nine times without significant loss of its catalytic activity. The authors propose that hydroxyl radicals, as oxidation active species, are generated from H2O and superoxide radicals derived from oxygen.


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Publication History

Publication Date:
17 November 2021 (online)

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