Synthesis of Stable Thiazole-Linked Covalent Organic Frameworks via a Multicomponent Reaction

Kewei Wang; Zhifang Jia; Yang Bai; Xue Wang; Sophie E Hodgkiss; Linjiang Chen; Samantha Y Chong; Xiaoyan Wang; Haofan Yang; Yongjie Xu; Feng Feng; John W Ward; Andrew I Cooper

doi:10.1021/jacs.0c03418

Synthesis of Stable Thiazole-Linked Covalent Organic Frameworks via a Multicomponent Reaction

J Am Chem Soc. 2020 Jun 24;142(25):11131-11138. doi: 10.1021/jacs.0c03418. Epub 2020 Jun 11.

Authors

Kewei Wang^{1

2

3}, Zhifang Jia^{1

2

3}, Yang Bai², Xue Wang^{2

3}, Sophie E Hodgkiss^{2

3}, Linjiang Chen^{2

3}, Samantha Y Chong², Xiaoyan Wang², Haofan Yang^{2

3}, Yongjie Xu^{2

3}, Feng Feng¹, John W Ward^{2

3}, Andrew I Cooper^{2

3}

Affiliations

¹ Department of Chemistry and Chemical Engineering, Shanxi Datong University, Datong, 037009, China.
² Department of Chemistry and Materials Innovation Factory, University of Liverpool, Liverpool L69 7ZD, U.K.
³ Leverhulme Research Centre for Functional Materials Design, University of Liverpool, Liverpool, U.K.

PMID: 32475114
DOI: 10.1021/jacs.0c03418

Abstract

The development of robust synthetic routes to stable covalent organic frameworks (COFs) is important to broaden the range of applications for these materials. We report here a simple and efficient three-component assembly reaction between readily available aldehydes, amines, and elemental sulfur via a C-H functionalization and oxidative annulation under transition-metal-free conditions. Five thiazole-linked COFs (TZ-COFs) were synthesized using this method. These materials showed high levels of crystallinity, high specific surface areas, and excellent physicochemical stability. The photocatalytic applications of TZ-COFs were investigated, and TZ-COF-4 gave high sacrificial hydrogen evolution rates from water (up to 4296 μmol h^-1 g^-1 under visible light irradiation) coupled with high stability and recyclability, with sustained hydrogen evolution for 50 h.