A thiadiazolopyridine-functionalized Zr(iv)-based metal-organic framework for enhanced photocatalytic synthesis of tetrahydroquinolines under visible light

Changyun Li; He Zhang; Xuefei Wang; Qiu-Yan Li; Xinsheng Zhao; Xiao-Jun Wang

doi:10.1039/d1ra07363j

A thiadiazolopyridine-functionalized Zr(iv)-based metal-organic framework for enhanced photocatalytic synthesis of tetrahydroquinolines under visible light

RSC Adv. 2022 Jan 10;12(3):1638-1644. doi: 10.1039/d1ra07363j. eCollection 2022 Jan 5.

Authors

Changyun Li¹, He Zhang¹, Xuefei Wang¹, Qiu-Yan Li¹, Xinsheng Zhao², Xiao-Jun Wang¹

Affiliations

¹ Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, School of Chemistry and Materials Science, Jiangsu Normal University Xuzhou 221116 P. R. China.
² School of Physics and Electronic Engineering, Jiangsu Normal University Xuzhou 221116 P. R. China qyli@jsnu.edu.cn xjwang@jsnu.edu.cn.

Abstract

Metal-organic framework (MOF) materials provide a versatile and promising platform for constructing heterogeneous photocatalysts with applications in organic transformations. One of the methods for enhancing MOFs' performance in photocatalysis relies on the elaborate design and functionalization of organic linkers. Here we reported a photoactive thiadiazolopyridine (TDP) moiety functionalized UiO-68 isoreticular Zr(iv)-based MOF (denoted as UiO-68-TDP) that was synthesized by the de novo approach of mixed dicarboxylate struts. Under blue LED irradiation and in an open air atmosphere, MOF UiO-68-TDP exhibited a largely higher photocatalytic activity for the synthesis of tetrahydroquinolines by oxidative annulation reaction between N,N-dimethylanilines and maleimides, in comparison to the benzothiadiazole decorated analogue MOF. Besides, UiO-68-TDP can be reused at least three times without significant loss of its photocatalytic activity and its framework was well maintained after these cycles. Furthermore, the related mechanism involving reactive oxygen species was properly proposed.