Orthopalladated triarylphosphite complexes as highly efficient catalysts in the Heck reaction

被引:126
作者
Albisson, DA [1 ]
Bedford, RB [1 ]
Scully, PN [1 ]
机构
[1] Trinity Coll, Dept Chem, Dublin 2, Ireland
关键词
Heck reactions; metalation; palladium and compounds; catalysis;
D O I
10.1016/S0040-4039(98)02175-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An orthopalladated complex of commercially available tris(2,4-di-tert-butylphenyl)phosphite proves to be an extremely active catalyst in the Heck arylation of alkenes, with turnover numbers of up to 5,750,000 (mol product.mol Pd-1) and turnover frequencies of up to nearly 300,000 (mol product.mol Pd-1.h(-1)). (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9793 / 9796
页数:4
相关论文
共 9 条
  • [1] Orthopalladated triaryl phosphite complexes as highly active catalysts in biaryl coupling reactions
    Albisson, DA
    Bedford, RB
    Lawrence, SE
    Scully, PN
    [J]. CHEMICAL COMMUNICATIONS, 1998, (19) : 2095 - 2096
  • [2] Iridium complexes of orthometalated triaryl phosphites: Synthesis, structure, reactivity, and use as imine hydrogenation catalysts
    Bedford, RB
    Castillon, S
    Chaloner, PA
    Claver, C
    Fernandez, E
    Hitchcock, PB
    Ruiz, A
    [J]. ORGANOMETALLICS, 1996, 15 (19) : 3990 - 3997
  • [3] ELECTROPHILIC AROMATIC SUBSTITUTION REACTIONS BY PLATINUM(2) AND PALLADIUM(2) CHLORIDES ON N,N-DIMETHYLBENZYLAMINES
    COPE, AC
    FRIEDRICH, EC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (04) : 909 - +
  • [4] Palladacycles: Efficient new catalysts for the Heck vinylation of aryl halides
    Herrmann, WA
    Brossmer, C
    Reisinger, CP
    Riermeier, TH
    Ofele, K
    Beller, M
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 1997, 3 (08) : 1357 - 1364
  • [5] PALLADACYCLES AS STRUCTURALLY DEFINED CATALYSTS FOR THE HECK OLEFINATION OF CHLOROARENES AND BROMOARENES
    HERRMANN, WA
    BROSSMER, C
    OFELE, K
    REISINGER, CP
    PRIERMEIER, T
    BELLER, M
    FISCHER, H
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (17): : 1844 - 1848
  • [7] CATALYTIC C-C BOND FORMATION VIA ORTHO-METALATED COMPLEXES
    LEWIS, LN
    SMITH, JF
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (10) : 2728 - 2735
  • [8] Highly active Pd(II) PCP-type catalysts for the Heck reaction
    Ohff, M
    Ohff, A
    vanderBoom, ME
    Milstein, D
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (48) : 11687 - 11688
  • [9] Highly active, stable, catalysts for the Heck reaction; further suggestions on the mechanism
    Shaw, BL
    Perera, SD
    Staley, EA
    [J]. CHEMICAL COMMUNICATIONS, 1998, (13) : 1361 - 1362