Selective oxidation of amines powered with green light and oxygen over an anthraquinone covalent organic framework

Kanghui Xiong; Fulin Zhang; Yuexin Wang; Bing Zeng; Xianjun Lang

doi:10.1016/j.jcis.2023.04.017

Selective oxidation of amines powered with green light and oxygen over an anthraquinone covalent organic framework

J Colloid Interface Sci. 2023 Aug:643:340-349. doi: 10.1016/j.jcis.2023.04.017. Epub 2023 Apr 7.

Authors

Kanghui Xiong¹, Fulin Zhang¹, Yuexin Wang¹, Bing Zeng¹, Xianjun Lang²

Affiliations

¹ Sauvage Center for Molecular Sciences and Hubei Key Lab on Organic and Polymeric Optoelectronic Materials, College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, China.
² Sauvage Center for Molecular Sciences and Hubei Key Lab on Organic and Polymeric Optoelectronic Materials, College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, China. Electronic address: xianjunlang@whu.edu.cn.

PMID: 37080041
DOI: 10.1016/j.jcis.2023.04.017

Abstract

The exploration of emerging photocatalysts like covalent organic frameworks (COFs) is an essential but challenging endeavor to find sustainable solutions for selective organic transformations. Anthraquinones are envisaged to construct COFs for visible light photocatalysis because their derivatives are employed industrially as oxidation catalysts or organic dyes. Herein, an anthraquinone COF, TpAQ-COF, is successfully constructed with 1,3,5-triformylphloroglucinol (Tp) and 2,6-diaminoanthraquinone (AQ). Then, the selective oxidation of amines over TpAQ-COF is implemented. Amines can be effectively converted into corresponding imines over TpAQ-COF powered with green light and oxygen, during which superoxide radical anion is discerned as the pivotal reactive oxygen species. This work suggests that COFs could inherit the advantages of molecular building blocks for selective reactions powered with broad visible light.

Keywords: 2,6-Diaminoanthraquinone; Covalent organic frameworks; Imines; Photocatalysis; Visible light.