Boosting activity of molecular oxygen by pyridinium-based photocatalysts for metal-free alcohol oxidation

被引:38
作者
Ma, Shuai [1 ]
Cui, Jing-Wang [1 ]
Rao, Cai-Hui [1 ]
Jia, Meng-Ze [1 ]
Chen, Yun-Rui [1 ]
Zhang, Jie [1 ]
机构
[1] Beijing Inst Technol, Sch Chem & Chem Engn, MOE Key Lab Cluster Sci, Beijing Key Lab Photoelect Electrophoton Convers, Beijing 102488, Peoples R China
基金
中国国家自然科学基金;
关键词
AEROBIC OXIDATION; SELECTIVE OXIDATION; ELECTRON-TRANSFER; ALLOY NANOPARTICLES; CATALYTIC-OXIDATION; HYDROGEN-PEROXIDE; COMPLEX BEARING; LIGHT; MECHANISM; SYSTEM;
D O I
10.1039/d0gc03730c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An eco-friendly and economical approach for the photocatalytic oxidation of organic inter-mediates by air under mild conditions is highly desirable in green and sustainable chemistry, where the photogeneration of active oxygen species plays a key role in improving conversion efficiency and selectivity. By using pyridinium derivatives as molecular mediators for electron transfer and energy transfer, the simultaneous activation of O-2 from air into superoxide radicals and singlet oxygen species can be achieved, and a photoinduced electron transfer catalytic system for the oxidation of alcohols has been developed. Thus, we have successfully simplified the complicated catalytic system into a single molecular catalyst without any additional noble metals and co-catalysts/additives. The current photocatalytic system shows high catalytic efficiency not only for aromatic alcohols but also for aliphatic alcohols that are generally difficult to undergo aerobic oxidation at room temperature under air atmosphere, representing an ideal photocatalytic platform for green and economical organic syntheses.
引用
收藏
页码:1337 / 1343
页数:7
相关论文
共 48 条
[1]   Visible-Light-Mediated Oxygenation Reactions using Molecular Oxygen [J].
Bian, Changliang ;
Singh, Atul K. ;
Niu, Linbin ;
Yi, Hong ;
Lei, Aiwen .
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 6 (04) :386-396
[2]   Kinetic effects and oxidation pathways of sacrificial electron donors on the example of the photocatalytic reduction of molecular oxygen to hydrogen peroxide over illuminated titanium dioxide [J].
Burek, Bastien O. ;
Timm, Jana ;
Bahnemann, Detlef W. ;
Bloh, Jonathan Z. .
CATALYSIS TODAY, 2019, 335 :354-364
[3]   Recent Advances in Aerobic Oxidation of Alcohols and Amines to Imines [J].
Chen, Bo ;
Wang, Lianyue ;
Gao, Shuang .
ACS CATALYSIS, 2015, 5 (10) :5851-5876
[4]   Visible light-driven organic photochemical synthesis in China [J].
Chen, Yiyun ;
Lu, Liang-Qiu ;
Yu, Da-Gang ;
Zhu, Cheng-Jian ;
Xiao, Wen-Jing .
SCIENCE CHINA-CHEMISTRY, 2019, 62 (01) :24-57
[5]   Singlet Oxygen-Engaged Selective Photo-Oxidation over Pt Nanocrystals/Porphyrinic MOF: The Roles of Photothermal Effect and Pt Electronic State [J].
Chen, Yu-Zhen ;
Wang, Zhiyong U. ;
Wang, Hengwei ;
Lu, Junling ;
Yu, Shu-Hong ;
Jiang, Hai-Long .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (05) :2035-2044
[6]   Visible-Light-Promoted Aerobic Homogenous Oxygenation Reactions [J].
Cheng, Xiaokai ;
Hu, Xingen ;
Lu, Zhan .
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2017, 37 (02) :251-266
[7]   Heterogeneous Ru(III) oxidation catalysts via 'click' bidentate ligands on a periodic mesoporous organosilica support [J].
Clerick, Sander ;
De Canck, Els ;
Hendrickx, Kevin ;
Van Speybroeck, Veronique ;
Van der Voort, Pascal .
GREEN CHEMISTRY, 2016, 18 (22) :6035-6045
[8]   Solid Base Bi24O31Br10(OH) with Active Lattice Oxygen for the Efficient Photo-Oxidation of Primary Alcohols to Aldehydes [J].
Dai, Yitao ;
Ren, Pengju ;
Li, Yaru ;
Lv, Dongdong ;
Shen, Yanbin ;
Li, Yongwang ;
Niemantsverdriet, Hans ;
Besenbacher, Flemming ;
Xiang, Hongwei ;
Hao, Weichang ;
Lock, Nina ;
Wen, Xiaodong ;
Lewis, James P. ;
Su, Ren .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (19) :6265-6270
[9]   Visible-light-induced aerobic oxidative desulfurization of 2-mercaptobenzimidazoles via a sulfinyl radical [J].
Fu, Mei ;
Ji, Xiaochen ;
Li, Yongtong ;
Deng, Guo-Jun ;
Huang, Huawen .
GREEN CHEMISTRY, 2020, 22 (17) :5594-5598
[10]   PHOTO-REDUCTION OF BISVIOLOGEN COMPOUNDS, VIOLOGEN-(CH2)N-VIOLOGEN, BY 2-PROPANOL [J].
FURUE, M ;
NOZAKURA, SI .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1982, 55 (02) :513-516