Epoxidation of α, β-unsaturated carbonyl compounds in ionic liquid/water biphasic system under mild conditions

被引：0
|
作者：
Wang, B [1 ]
Yang, LM [1 ]
Suo, JS [1 ]
机构：
[1] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China
来源：
ACTA CHIMICA SINICA | 2003年 / 61卷 / 02期
关键词：
room temperature ionic liquid; epoxidation; biphasic catalysis; alpha; beta-unsaturated carbonyl compound;
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The epoxidation of electron-deficient alpha, beta-unsaturted carbonyl compounds with different structures has been investigated in room temperature ionic liquid/water biphasic system by using hydrogen peroxide. The effects of reaction time, concentration of sodium hydroxide, amount of oxidant and substrates on the epoxidation were studied in detail, and moreover, the reaction mechanism for the epoxidation system was proposed. In comparison with conventional phase transfer catalysis, the ring-opening reaction of the epoxides can efficiently be inhibited in the novel system induced epoxidation of alpha, beta-unsaturated carbonyl compounds besides its relatively simple and mild reaction conditions. Under optimal conditions, the conversion and selectivity of the epoxidation of a, R-unsaturated carbonyl compounds could reach to 100% and 98%, respectively.
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页码：285 / 290
页数：6
相关论文
共 19 条
  • [1] Catalytic asymmetric epoxidation of enones under phase-transfer catalyzed conditions
    Arai, S
    Tsuge, H
    Oku, M
    Miura, M
    Shioiri, T
    [J]. TETRAHEDRON, 2002, 58 (08) : 1623 - 1630
  • [2] Asymmetric epoxidation of α,β-unsaturated ketones under phase-transfer catalyzed conditions
    Arai, S
    Tsuge, H
    Shioiri, T
    [J]. TETRAHEDRON LETTERS, 1998, 39 (41) : 7563 - 7566
  • [3] Inverse phase transfer catalysis.: III.: Optimization of the epoxidation reaction of α,β-unsaturated ketones by hydrogen peroxide.
    Boyer, B
    Hambardzoumian, A
    Roque, JP
    [J]. TETRAHEDRON, 1999, 55 (19) : 6147 - 6152
  • [4] Boyer B, 1996, NEW J CHEM, V20, P985
  • [5] Direct evidence for the hydroxide extraction mechanism in the phase transfer catalyzed cyclopropanation of 4-halobutyronitrile in a solid-liquid system
    Cohen, S
    Zoran, A
    Sasson, Y
    [J]. TETRAHEDRON LETTERS, 1998, 39 (52) : 9815 - 9818
  • [6] Ionic liquids. Green solvents for the future
    Earle, MJ
    Seddon, KR
    [J]. PURE AND APPLIED CHEMISTRY, 2000, 72 (07) : 1391 - 1398
  • [7] EMF STUDIES OF ELECTROLYTIC DISSOCIATION .4. SULPHURIC ACID IN AQUEOUS METHANOL
    EVANS, JI
    MONK, CB
    [J]. TRANSACTIONS OF THE FARADAY SOCIETY, 1953, 49 (04): : 415 - 417
  • [8] New developments in catalysis using ionic liquids
    Gordon, CM
    [J]. APPLIED CATALYSIS A-GENERAL, 2001, 222 (1-2) : 101 - 117
  • [9] HO TL, 1983, SYNTHETIC COMMUN, V13, P658
  • [10] CYCLODEXTRIN-H2O2 - A NEW SYSTEM FOR ASYMMETRIC EPOXIDATION
    HU, Y
    HARADA, A
    TAKAHASHI, S
    [J]. SYNTHETIC COMMUNICATIONS, 1988, 18 (14) : 1607 - 1610
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