期刊
APPLIED CATALYSIS B-ENVIRONMENTAL
卷 244, 期 -, 页码 758-766出版社
ELSEVIER
DOI: 10.1016/j.apcatb.2018.11.090
关键词
Surface complex; Photocatalysis; Titanium dioxide; Salicylic acid; Amines
资金
- National Natural Science Foundation of China [21503086, 21773173]
- Fundamental Research Funds for the Central Universities [2042018kf0212]
- Wuhan University
The interplay of salicylic acid (SA) and reactive oxygen species (ROS) can modulate biotic and abiotic stress of plants, essential biological aerobic oxidation processes. Meanwhile, ROS plays a critical role in TiO2 photo catalytic system for the degradation of organic species. Herein, we developed a system consisted of SA and TiO2 aiming at the selective oxidation of organic molecules by ROS. Interestingly, SA complexed with TiO2 leads to ligand-to-metal charge transfer (LMCT) under visible light irradiation. The charge transfer from ligand (chemically adsorbed SA) to metal (conduction band of TiO2) activates O-2 to ROS, superoxide (O-2(center dot-)). The positive charge located at ligand SA is connected with (2,2,6,6-tetramethylpiperidin-l-yl)oxyl (TEMPO) catalysis for direct two-electron oxidation of amines and later regenerated by O-2(center dot-) SA and its derivatives were screened as ligands of TiO2 for the selective aerobic oxidation of amines into imines under blue light-emitting diode (LED) irradiation in which 5-CH3O-SA (5-methoxysalicylic acid, 0.8 mol%) complexed with anatase TiO2 and coupled with TEMPO (5 mol%) confers significantly better results than the others. By this visible light LMCT route, both primary amines and secondary amines can be selectively oxidized into corresponding imines with atmosphere O-2 as the terminal oxidant. Importantly, the desired product of N-benzylidenebenzylamine can be isolated in 92% yield.
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