Building a Pyrazole-Benzothiadiazole-Pyrazole Photosensitizer into Metal-Organic Frameworks for Photocatalytic Aerobic Oxidation

被引:150
作者
Jin, Ji-Kang [1 ,2 ]
Wu, Kun [1 ,2 ]
Liu, Xin-Yi [1 ,2 ]
Huang, Guo-Quan [1 ,2 ]
Huang, Yong-Liang [3 ]
Luo, Dong [1 ,2 ]
Xie, Mo [1 ,2 ]
Zhao, Yifang [4 ]
Lu, Weigang [1 ,2 ]
Zhou, Xiao-Ping [1 ,2 ]
He, Jian [5 ,6 ]
Li, Dan [1 ,2 ]
机构
[1] Jinan Univ, Coll Chem & Mat Sci, Guangzhou 510632, Peoples R China
[2] Jinan Univ, Guangdong Prov Key Lab Funct Supramol Coordinat M, Guangzhou 510632, Peoples R China
[3] Shantou Univ Med Coll, Dept Chem, Shantou 515041, Guangdong, Peoples R China
[4] Guangdong Acad Sci, Inst Chem Engn, Guangdong Prov Key Lab Ind Surfactant, Guangzhou 510665, Guangdong, Peoples R China
[5] Univ Hong Kong, Dept Chem, Hong Kong, Peoples R China
[6] Univ Hong Kong, State Key Lab Synthet Chem, Hong Kong, Peoples R China
基金
中国国家自然科学基金;
关键词
LIGHT PHOTOREDOX CATALYSIS; 1,2-ACYL MIGRATION; ARYLBORONIC ACIDS; HYDROXYLATION; CASCADE; CARBON; OXYGEN;
D O I
10.1021/jacs.1c10008
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Charge separation plays a crucial role in regulating photochemical properties and therefore warrants consideration in designing photocatalysts. Metal-organic frameworks (MOFs) are emerging as promising candidates for heterogeneous photocatalysis due to their structural designability and tunability of photon absorption. Herein, we report the design of a pyrazole-benzothiadiazole-pyrazole organic molecule bearing a donor-acceptor-donor conjugated pi-system for fast charge separation. Further attempts to integrate such a photosensitizer into MOFs afford a more effective heterogeneous photocatalyst (JNU-204). Under visible-light irradiation, three aerobic oxidation reactions involving different oxygenation pathways were achieved on JNU-204. Recycling experiments were conducted to demonstrate the stability and reusability of JNU-204 as a robust heterogeneous photocatalyst. Furthermore, we illustrate its applications in the facile synthesis of pyrrolo[2,1-a]isoquinoline-containing heterocycles, core skeletons of a family of marine natural products. JNU-204 is an exemplary MOF platform with good photon absorption, suitable band gap, fast charge separation, and extraordinary chemical stability for proceeding with aerobic oxidation reactions under visible-light irradiation.
引用
收藏
页码:21340 / 21349
页数:10
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