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 23 条
  • [1] The Al-Containing Silicates Modified with Organic Ligands and SnO2 Nanoparticles for Catalytic Baeyer-Villiger Oxidation and Aerobic Carboxylation of Carbonyl Compounds
    Ma, Jinyi
    Wu, Yong
    Pan, Qin
    Wang, Xiangdong
    Li, Xiaoyong
    Li, Qiujuan
    Xu, Xiaoshuai
    Yao, Yuan
    Sun, Yang
    NANOMATERIALS, 2023, 13 (03)
  • [2] SnO2 Nanoparticle-Decorated Graphene Oxide Sheets Efficiently Catalyze Baeyer-Villiger Oxidation with H2O2
    Zheng, Weiguo
    Tan, Rong
    Luo, Xuanfeng
    Xing, Chen
    Yin, Donghong
    CATALYSIS LETTERS, 2016, 146 (02) : 281 - 290
  • [3] Baeyer-villiger oxidation of cyclohexanone to caprolactone over highly efficient MgO/SnO2 catalyst using H2O2 as oxidant
    Li Jing-Xia
    Huang Jing
    Dai Wei-Lin
    Fan Kang-Nian
    ACTA CHIMICA SINICA, 2008, 66 (01) : 5 - 9
  • [4] Baeyer-Villiger Oxidation and Acetalization of Cyclic Ketones on SO42-/SnO2-Fe2O3 Solid Acid Catalysts
    Yang Zhi-Wang
    Chen Li-Na
    Hong Wei
    Kang Rui-Xue
    Wang Jia
    Jia Na
    Zhao Lei
    Ma Heng-Chang
    ACTA PHYSICO-CHIMICA SINICA, 2012, 28 (09) : 2148 - 2154
  • [5] Enantioselective Baeyer-Villiger Oxidation: Desymmetrization of Meso Cyclic Ketones and Kinetic Resolution of Racemic 2-Arylcyclohexanones
    Zhou, Lin
    Liu, Xiaohua
    Ji, Jie
    Zhang, Yuheng
    Hu, Xiaolei
    Lin, Lili
    Feng, Xiaoming
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (41) : 17023 - 17026
  • [6] Enantioselective Baeyer-Villiger oxidation: Desymmetrization of prochiral cyclic ketones and kinetic resolution of racemic 2-arylcyclohexanones
    Zhou, Lin
    Feng, Xiaoming
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 246
  • [7] Heterogeneous Baeyer-Villiger oxidation of ketones with H2O2/nitrile, using Mg/Al hydrotalcite as catalyst
    Llamas, Rafael
    Jimenez-Sanchidrian, Cesar
    Ruiz, Jose Rafael
    TETRAHEDRON, 2007, 63 (06) : 1435 - 1439
  • [8] Regioselective Baeyer-Villiger Oxidation of Steroidal Ketones to Lactones Using BF3/H2O2
    Ilovaisky, Alexey I.
    Merkulova, Valentina M.
    Vil, Vera A.
    Chernoburova, Elena, I
    Shchetinina, Marina A.
    Loguzov, Sergey D.
    Dmitrenok, Andrey S.
    Zavarzin, Igor, V
    Terent'ev, Alexander O.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (03) : 402 - 405
  • [9] FE2O3-CATALYZED BAEYER-VILLIGER OXIDATION OF KETONES WITH MOLECULAR-OXYGEN IN THE PRESENCE OF ALDEHYDES
    MURAHASHI, SI
    ODA, Y
    NAOTA, T
    TETRAHEDRON LETTERS, 1992, 33 (49) : 7557 - 7560
  • [10] Efficient Baeyer-Villiger oxidation of ketones using molecular iodine/H2O2 as heterogeneous catalytic system
    Gaikwad, Digarnbar D.
    Dake, Satish A.
    Kulkarni, Ravibhushan S.
    Jadhav, Wamanrao N.
    Kakde, Shankar B.
    Pawar, Rajendra P.
    SYNTHETIC COMMUNICATIONS, 2007, 37 (22-24) : 4093 - 4097