Environmentally friendly Baeyer-Villiger oxidation with H2O2/nitrile over Mg(OH)2 and MgO

被引:58
作者
Llamas, Rafael [1 ]
Jimenez-Sanchidrian, Cesar [1 ]
Rafael Ruiz, Jose [1 ]
机构
[1] Univ Cordoba, Dept Quim Organ, Carretera Nacl 4A, Cordoba 14014, Spain
关键词
magnesium hydroxide; Baeyer-Villiger oxidation; hydrogen peroxide; nitrile;
D O I
10.1016/j.apcatb.2006.10.003
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
We synthesized various magnesium hydroxides and calcined them to obtain oxides that were used as catalysts in the Baeyer-Villiger (BV) oxidation of cyclohexanone with a mixture of 30% aqueous hydrogen peroxide and benzonitrile as oxidant. The magnesium hydroxide obtained by precipitation from the nitrate was found to be the catalyst providing the highest conversion to F-caprolactone and initial catalytic activity among all studied. Also, all hydroxides proved more active than their corresponding oxides in the BV reaction. The addition of an anionic surfactant had a favourable effect on the reaction that is explained by formulating a consistent mechanism. Finally, the influence of the variables involved in the process was examined in depth in order to bring the operating conditions as close as possible to those usable on an industrial scale. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:18 / 25
页数:8
相关论文
共 36 条
  • [1] Study of MgO and Pt/MgO systems by XRD, TPR, and 1H MAS NMR
    Aramendía, MA
    Benítez, JA
    Borau, V
    Jiménez, C
    Marinas, JM
    Ruiz, JR
    Urbano, F
    [J]. LANGMUIR, 1999, 15 (04) : 1192 - 1197
  • [2] Epoxidation of limonene over hydrotalcite-like compounds with hydrogen peroxide in the presence of nitriles
    Aramendía, MA
    Borau, V
    Jiménez, C
    Luque, JM
    Marinas, JM
    Ruiz, JR
    Urbano, FJ
    [J]. APPLIED CATALYSIS A-GENERAL, 2001, 216 (1-2) : 257 - 265
  • [3] Preparation of Pt/MgO catalysts.: Influence of the precursor metal salt and solvent used
    Aramendía, MA
    Benítez, JA
    Borau, V
    Jiménez, C
    Marinas, JM
    Ruiz, JR
    Urbano, FJ
    [J]. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 2000, 168 (01) : 27 - 33
  • [4] ARAMENDIA MA, 2000, STUD SURF SCI CATAL, V130, P1667
  • [5] Baeyer A., 1899, Ber. Dtsch. Chem. Ges., V32, P3625, DOI 10.1002/cber.189903203151
  • [6] A multisite molecular mechanism for Baeyer-Villiger oxidations on solid catalysts using environmentally friendly H2O2 as oxidant
    Boronat, M
    Corma, A
    Renz, M
    Sastre, G
    Viruela, PM
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (23) : 6905 - 6915
  • [7] Aryl chlorothionoformate: A new versatile reagent for the preparation of Nitriles and Isonitriles under mild conditions
    Bose, DS
    Goud, PR
    [J]. TETRAHEDRON LETTERS, 1999, 40 (04) : 747 - 748
  • [8] Bose DS, 2001, SYNTHESIS-STUTTGART, P373
  • [9] A new environmentally benign catalytic process for the asymmetric synthesis of lactones:: Synthesis of the flavouring δ-decalactone molecule
    Corma, A
    Iborra, S
    Mifsud, M
    Renz, M
    Susarte, M
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (2-3) : 257 - 262
  • [10] Lewis acids as catalysts in oxidation reactions:: From homogeneous to heterogeneous systems
    Corma, A
    García, H
    [J]. CHEMICAL REVIEWS, 2002, 102 (10) : 3837 - 3892