Palladium-based supported liquid phase catalysts: influence of preparation variables on the activity and enhancement of the activity on recycling in the Heck reaction

被引:20
作者
Fujita, S
Yoshida, T
Bhanage, BM
Shirai, M
Arai, M [1 ]
机构
[1] Tohoku Univ, Inst Multidisciplinary Res Adv Mat, Sendai, Miyagi 9808577, Japan
[2] Hokkaido Univ, Grad Sch Engn, Div Mat Sci & Engn, Sapporo, Hokkaido 0608628, Japan
关键词
palladium; supported liquid phase catalysts; Heck reaction; recycling; base-adduct;
D O I
10.1016/S1381-1169(01)00448-4
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
Supported liquid phase catalysts (SLPC) were prepared using a porous silica, ethylene glycol, palladium acetate, and triphenylphosphine trisulfonate sodium salt (TPPTS). The SLPC samples prepared were used for Heck reaction of iodobenzene and butyl acrylate with triethylamine base in toluene and the influence of catalyst preparation conditions was examined. The rate of reaction depends on the concentration of palladium-TPPTS complexes in the dispersed phase of ethylene glycol but not on the quantity of the dispersed liquid used. The SLPC sample can be easily separated by simple filtration and it is recyclable; interestingly, the rate of reaction is promoted on the repeated runs, due to the formation and accumulation of Et3NHI adduct in the dispersed phase. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:277 / 284
页数:8
相关论文
共 23 条
  • [1] Palladium catalysed Heck and enantioselective allylic substitution reactions using reverse phase silica supports
    Anson, MS
    Mirza, AR
    Tonks, L
    Williams, JMJ
    [J]. TETRAHEDRON LETTERS, 1999, 40 (39) : 7147 - 7150
  • [2] HYDROFORMYLATION BY SUPPORTED AQUEOUS-PHASE CATALYSIS - A NEW CLASS OF HETEROGENEOUS CATALYSTS
    ARHANCET, JP
    DAVIS, ME
    MEROLA, JS
    HANSON, BE
    [J]. NATURE, 1989, 339 (6224) : 454 - 455
  • [3] The heck reaction as a sharpening stone of palladium catalysis
    Beletskaya, IP
    Cheprakov, AV
    [J]. CHEMICAL REVIEWS, 2000, 100 (08) : 3009 - 3066
  • [4] Heck reaction using nickel/TPPTS catalyst and inorganic base on supported ethylene glycol phase
    Bhanage, BH
    Zhao, FY
    Shirai, M
    Arai, M
    [J]. CATALYSIS LETTERS, 1998, 54 (04) : 195 - 198
  • [5] Catalyst product separation techniques in Heck reaction
    Bhanage, BM
    Arai, M
    [J]. CATALYSIS REVIEWS-SCIENCE AND ENGINEERING, 2001, 43 (03): : 315 - 344
  • [6] Heterogeneous catalyst system for Heck reaction using supported ethylene glycol phase Pd/TPPTS catalyst with inorganic base
    Bhanage, BM
    Shirai, M
    Arai, M
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1999, 145 (1-2) : 69 - 74
  • [7] BIFTIS A, 2001, J MOL CATAL A-CHEM, V173, P349
  • [8] Industrial aspects of aqueous catalysis
    Cornils, B
    Herrmann, WA
    Eckl, RW
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1997, 116 (1-2) : 27 - 33
  • [9] Cornils B., 2000, APPL HOMOGENEOUS CAT
  • [10] DAVIS ME, 1992, CHEMTECH, P498