Promoting the aerobic Baeyer-Villiger oxidation of ketones over carboxylic multi-walled carbon nanotubes

被引:27
作者
Chen, Shao-Yun [1 ]
Zhou, Xian-Tai [2 ]
Wang, Jie-Xiang [1 ]
Luo, Rong-Chang [1 ]
Luo, Qing-Jin [3 ]
Yu, Lang-Jun [3 ]
Ji, Hong-Bing [1 ]
机构
[1] Sun Yat Sen Univ, Fine Chem Ind Res Inst, Sch Chem, Guangzhou 510275, Guangdong, Peoples R China
[2] Sun Yat Sen Univ, Sch Chem Engn & Technol, Fine Chem Ind Res Inst, Zhuhai 519082, Peoples R China
[3] Huizhou Yussen Chem Co Ltd, Huizhou 516081, Peoples R China
基金
中国国家自然科学基金;
关键词
Multi-walled carbon nanotubes; Baeyer-Villiger oxidation; Radical; Dioxygen; LIVED FREE-RADICALS; MOLECULAR-OXYGEN; CYCLOHEXANE OXIDATION; CHARGE-TRANSFER; LIQUID-PHASE; CATALYSTS; ACID; IDENTIFICATION; BENZALDEHYDE; MECHANISM;
D O I
10.1016/j.mcat.2017.06.001
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Multi-walled carbon nanotubes (MWCNTs) as metal-free catalysts presented excellent activity and selectivity in the Baeyer-Villiger oxidation of ketones to corresponding lactones in the presence of molecular oxygen and benzaldehyde. Different factors including catalyst, solvents, amount of catalyst were systematically investigated. Compared with MWCNTs, carboxylic multi-walled carbon nanotubes (c-MWCNTs) catalyst exhibited higher performance for the oxidation of ketones, showing good recyclability and reusability. The yield of epsilon-caprolactone was obtained with 94% under the optimum conditions. Also, c-MWCNTs presented excellent activity towards the oxidation of various cyclic ketones to the corresponding lactones. The introduced carboxyl group on the surface of MWCNTs was favorable to obtain high dispersion in the reaction solution. In addition, the recording of in situ Electron Paramagnetic Resonance (EPR) and Raman spectroscopy indicated that carboxyl group could significantly stabilize the radical species in the reaction. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:152 / 158
页数:7
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