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
  • [1] Selective oxidation of benzyl alcohol to benzaldehyde over Co-metalloporphyrin supported on silica nanoparticles
    Adam, Farook
    Ooi, Wan-Ting
    [J]. APPLIED CATALYSIS A-GENERAL, 2012, 445 : 252 - 260
  • [2] A SIMPLIFIED SYNTHESIS FOR MESO-TETRAPHENYLPORPHIN
    ADLER, AD
    LONGO, FR
    FINARELLI, JD
    GOLDMACH.J
    ASSOUR, J
    KORSAKOF.L
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (02) : 476 - +
  • [3] Aroca R., 2006, SURFACE ENHANCED VIB
  • [4] Baeyer A., 1899, BER DTSCH CHEM GES, V32, P3625, DOI DOI 10.1002/CBER.189903203151
  • [5] Assembling Tin Dioxide Quantum Dots to Graphene Nanosheets by a Facile Ultrasonic Route
    Chen, Chen
    Wang, Lijun
    Liu, Yanyu
    Chen, Zhiwen
    Pan, Dengyu
    Li, Zhen
    Jiao, Zheng
    Hu, Pengfei
    Shek, Chan-Hung
    Wu, C. M. Lawrence
    Lai, Joseph K. L.
    Wu, Minghong
    [J]. LANGMUIR, 2013, 29 (12) : 4111 - 4118
  • [6] The Catalytic Baeyer-Villiger Oxidation of Cyclohexanone to ε-Caprolactone over Stibium-containing Hydrotalcite
    Chen, Chunxia
    Peng, Jinsong
    Li, Bin
    Wang, Lili
    [J]. CATALYSIS LETTERS, 2009, 131 (3-4) : 618 - 623
  • [7] Structure and reactivity of a mononuclear non-haem iron(III)-peroxo complex
    Cho, Jaeheung
    Jeon, Sujin
    Wilson, Samuel A.
    Liu, Lei V.
    Kang, Eun A.
    Braymer, Joseph J.
    Lim, Mi Hee
    Hedman, Britt
    Hodgson, Keith O.
    Valentine, Joan Selverstone
    Solomon, Edward I.
    Nam, Wonwoo
    [J]. NATURE, 2011, 478 (7370) : 502 - 505
  • [9] Lewis acidic Sn(IV) centers - grafted onto MCM-41 - as catalytic sites for the Baeyer-Villiger oxidation with hydrogen peroxide
    Corma, A
    Navarro, MT
    Renz, M
    [J]. JOURNAL OF CATALYSIS, 2003, 219 (01) : 242 - 246
  • [10] Sn-zeolite beta as a heterogeneous chemoselective catalyst for Baeyer-Villiger oxidations
    Corma, A
    Nemeth, LT
    Renz, M
    Valencia, S
    [J]. NATURE, 2001, 412 (6845) : 423 - 425