Biomimetic Baeyer-Villiger oxidation of ketones with SnO2 as cocatalyst, features in activating carbonyl group of substrates

被引:36
作者
Chen, Shaoyun [1 ]
Zhou, Xiantai [1 ]
Li, Yang [1 ]
Luo, Rongchang [1 ]
Ji, Hongbing [1 ]
机构
[1] Sun Yat Sen Univ, Key Lab Low Carbon Chem & Energy Conservat Guando, Sch Chem & Chem Engn, Guangzhou 510275, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
Baeyer-Villiger oxidation; Metalloporphyrin; Tin dioxide; Cocatalyst; EPSILON-CAPROLACTONE; HIGHLY EFFICIENT; MOLECULAR-OXYGEN; CYCLIC-KETONES; BETA ZEOLITES; CATALYST; BENZALDEHYDE; CYCLOHEXANONE; PERFORMANCE; NANOSHEETS;
D O I
10.1016/j.cej.2013.12.027
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
The cocatalytic effect of SnO2 on the iron(III) porphyrins-catalyzed aerobic Baeyer-Villiger oxidation of cyclohexanone in the presence of benzaldehyde as reductant was investigated, the conversion of cyclohexanone was remarkablely enhanced, reaching up to 96%. The major role of SnO2 was to active cyclohexanone molecules, which was confirmed by in situ Raman spectroscopy. A plausible cocatalytic mechanism involving the activated cyclohexanone was proposed. (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:138 / 144
页数:7
相关论文
共 45 条
[41]   Chiral Bronsted acid catalyzed asymmetric Baeyer-Villiger reaction of 3-substituted cyclobutanones by using aqueous H2O2 [J].
Xu, Senmiao ;
Wang, Zheng ;
Zhang, Xue ;
Zhang, Xumu ;
Ding, Kuiling .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (15) :2840-2843
[42]   OXIDATIVE DIMERIZATION OF DIMETHYL ETHER WITH SOLID CATALYSTS [J].
YAGITA, H ;
ASAMI, K ;
MURAMATSU, A ;
FUJIMOTO, K .
APPLIED CATALYSIS, 1989, 53 (01) :L5-L9
[43]   The preparation of ε-caprolactone in airlift loop sonochemical reactor [J].
Zhang, Ping ;
Yang, Mei ;
Lu, Xiaoping ;
Han, Pingfang .
CHEMICAL ENGINEERING JOURNAL, 2006, 121 (2-3) :59-63
[44]   Baeyer-Villiger oxidation of ketones catalyzed by iron(III) meso-tetraphenylporphyrin chloride in the presence of molecular oxygen [J].
Zhou, Xian-Tai ;
Ji, Hong-Bing ;
Yuan, Qiu-Lan .
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2008, 12 (02) :94-100
[45]   Manganese porphyrin immobilized on montmorillonite: a highly efficient and reusable catalyst for the aerobic epoxidation of olefins under ambient conditions [J].
Zhou, Xiantai ;
Ji, Hongbing .
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2012, 16 (09) :1032-1039