Macromolecular effect: Synthesis of a ferrocenylmethylphosphine-containing polymer as highly efficient ligands for room-temperature palladium(0)-catalyzed Suzuki cross-coupling reactions of aryl chlorides

被引:104
作者
Hu, QS [1 ]
Lu, Y
Tang, ZY
Yu, HB
机构
[1] CUNY Coll Staten Isl, Dept Chem, Staten Isl, NY 10314 USA
[2] CUNY, Grad Ctr, Staten Isl, NY 10314 USA
关键词
D O I
10.1021/ja029021e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The design and synthesis of a ferrocenylmethylphosphine-containing polymer and its application as efficient ligands for the room-temperature Pd(0)-catalyzed cross-coupling reaction of aryl chlorides with arylboronic acids, for which corresponding monomeric monophosphines are totally inactive, are described. Our work demonstrated that rather small monophosphine moieties such as RPPh2 can be used as highly efficient ligands when appropriately incorporated into a rigid and sterically regular polymer network and using monophosphine-containing polymers as ligands is a feasible approach to access highly active (monophosphine)-palladium(0) complexes. The macromolecular approach described here may open a new avenue to other coordinatively unsaturated (monoligand)-transition metal complexes which are potentially useful in organic synthesis. Copyright © 2003 American Chemical Society.
引用
收藏
页码:2856 / 2857
页数:2
相关论文
共 39 条
  • [1] PALLADIUM PHOSPHINATED POLYSTYRENE AS A CATALYST IN THE HECK ARYLATION - A COMPARATIVE-STUDY
    ANDERSSON, CM
    KARABELAS, K
    HALLBERG, A
    ANDERSSON, C
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (20) : 3891 - 3895
  • [2] [Anonymous], COMPREHENSIVE ORGANI
  • [3] [Anonymous], 1998, TRANSITION METALS OR
  • [4] Palladium-catalyzed C-C coupling under thermomorphic conditions
    Bergbreiter, DE
    Osburn, PL
    Wilson, A
    Sink, EM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (38) : 9058 - 9064
  • [5] High-throughput screening studies of fiber-supported catalysts leading to room-temperature Suzuki coupling
    Colacot, TJ
    Gore, ES
    Kuber, A
    [J]. ORGANOMETALLICS, 2002, 21 (16) : 3301 - 3304
  • [6] Collman J.P., 1987, PRINCIPLES APPL ORGA
  • [7] Rapid assembly and synthetic applications of a supported poly-α-amino acid containing phosphine groups
    Edwards, CW
    Shipton, MR
    Wills, M
    [J]. TETRAHEDRON LETTERS, 2000, 41 (44) : 8615 - 8619
  • [8] Reusable polymer-supported palladium catalysts: An alternative to tetrakis(triphenylphosphine)palladium in the Suzuki cross-coupling reaction
    Fenger, I
    Le Drian, C
    [J]. TETRAHEDRON LETTERS, 1998, 39 (24) : 4287 - 4290
  • [9] Asymmetric catalysis with libraries of palladium β-turn phosphine complexes
    Gilbertson, SR
    Collibee, SE
    Agarkov, A
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (27) : 6522 - 6523
  • [10] Gstöttmayr CWK, 2002, ANGEW CHEM INT EDIT, V41, P1363, DOI 10.1002/1521-3773(20020415)41:8<1363::AID-ANIE1363>3.0.CO