Baeyer-Villiger oxidation of ketones with hydrogen peroxide catalyzed by cellulose-supported dendritic Sn complexes

被引:32
作者
Li, Cuilin [1 ]
Wang, Jiaqing [1 ]
Yang, Zhiwang [1 ]
Hu, Zhongai [1 ]
Lei, Ziqiang [1 ]
机构
[1] NW Normal Univ, Key Lab Polymer Mat Gansu Prov, Coll Chem & Chem Engn, Lanzhou 730070, Peoples R China
基金
高等学校博士学科点专项科研基金; 中国国家自然科学基金;
关键词
Baeyer-Villiger oxidation; cellulose-supported dendrimer; hydrogen peroxide; solid phase synthesis;
D O I
10.1016/j.catcom.2006.11.012
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
Cellulose supported dendritic Sn complexes were prepared by solid phase synthetic methodology. A series of cycloketones and acyclic ketones including 2-andamantanone, cyclohexanone, 4-methylcyclohexanone, 4-tert-butylcyclohexanone, 3-methyl-2-pentanone, 4-methyl-2-pentanone and cyclopentanone were oxidized by hydrogen peroxide in a reaction catalyzed by cellulose-supported dendritic Sri complexes, affording the corresponding lactones or esters with the conversion of 70-99% and the product selectivity of 100%. The catalysts can be recycled for several times without any significant decline in catalytic activity. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:1202 / 1208
页数:7
相关论文
共 12 条
  • [1] Dendritic catalysts and dendrimers in catalysis
    Astruc, D
    Chardac, F
    [J]. CHEMICAL REVIEWS, 2001, 101 (09) : 2991 - 3023
  • [2] CH3ReO3/H2O2 in room temperature ionic liquids:: an homogeneous recyclable catalytic system for the Baeyer-Villiger reaction
    Bernini, R
    Coratti, A
    Fabrizi, G
    Goggiamani, A
    [J]. TETRAHEDRON LETTERS, 2003, 44 (50) : 8991 - 8994
  • [3] Synthesis and catalytic antibody functionalization of dendrimers
    Córdova, A
    Janda, KD
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (34) : 8248 - 8259
  • [4] 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
  • [5] Preparation of novel polythioether dendrons on a solid support
    Dahan, A
    Weissberg, A
    Portnoy, M
    [J]. CHEMICAL COMMUNICATIONS, 2003, (10) : 1206 - 1207
  • [6] Krow G.R., 1993, ORGANIC REACTIONS, V43, P251, DOI DOI 10.1002/0471264180.OR043.03
  • [7] A third generation chiral phosphorus-containing dendrimer as ligand in Pd-catalyzed asymmetric allylic alkylation
    Laurent, R
    Caminade, AM
    Majoral, JP
    [J]. TETRAHEDRON LETTERS, 2005, 46 (38) : 6503 - 6506
  • [8] Baeyer-Villiger oxidation of ketones with hydrogen peroxide catalyzed by Sn-palygorskite
    Lei, ZQ
    Zhang, QH
    Luo, JJ
    He, XY
    [J]. TETRAHEDRON LETTERS, 2005, 46 (20) : 3505 - 3508
  • [9] Chemistry - How green was my ester
    Strukul, G
    [J]. NATURE, 2001, 412 (6845) : 388 - 389
  • [10] A NEW CLASS OF POLYMERS - STARBURST-DENDRITIC MACROMOLECULES
    TOMALIA, DA
    BAKER, H
    DEWALD, J
    HALL, M
    KALLOS, G
    MARTIN, S
    ROECK, J
    RYDER, J
    SMITH, P
    [J]. POLYMER JOURNAL, 1985, 17 (01) : 117 - 132