Mechanistic Study of the Palladium-Catalyzed Stereoselective Cross-Coupling Reaction of 1,1-Dibromo-3,3,3-trifluoro-2-tosyloxypropene

被引:5
作者
Shimizu, Masaki [1 ]
Takeda, Vouhei [1 ]
Hiyama, Tamejiro [1 ]
机构
[1] Kyoto Univ, Dept Chem Mat, Grad Sch Engn, Nishikyo Ku, Kyoto 6158510, Japan
关键词
COMPLEXES;
D O I
10.1246/bcsj.20110240
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We prepared a Pd complex by the oxidative addition of 1,1-dibromo-3,3,3-trifluoro-2-tosyloxypropene to [Pd-(PPh3)(4)]. The atomic distance between Pd and F in the complex was 2.95 angstrom. which was shorter than the sum of the van der Waals radii, suggesting that Pd F interaction played an important role in determining the stereochemical outcome of the Pd-catalyzed cross-coupling reaction of the propene.
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收藏
页码:1339 / 1341
页数:3
相关论文
共 7 条
  • [1] (2,4,6-tris(trifluoromethyl)phenyl)palladium(II) complexes
    Bartolome, C
    Espinet, P
    Villafane, F
    Giesa, S
    Martin, A
    Orpen, AG
    [J]. ORGANOMETALLICS, 1996, 15 (08) : 2019 - 2028
  • [2] (2,2-dibromovinyl)ferrocene as a building block for the assembly of heterodinuclear complexes -: Preparation of an σ-alkenylpalladium complex and bimetallic dithioether complexes
    Clement, Sebastien
    Guyard, Laurent
    Knorr, Michael
    Villafane, Fernando
    Strohmann, Carsten
    Kubicki, Marek M.
    [J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2007, (32) : 5052 - 5061
  • [3] KF-silica as a stationary phase for the chromatographic removal of tin residues from organic compounds
    Harrowven, DC
    Guy, IL
    [J]. CHEMICAL COMMUNICATIONS, 2004, (17) : 1968 - 1969
  • [4] HIYAMA T, 2000, ORGANOFLUORINE CHEM
  • [5] The coordination chemistry of the CF unit in fluorocarbons
    Plenio, H
    [J]. CHEMICAL REVIEWS, 1997, 97 (08) : 3363 - 3384
  • [6] Straightforward synthesis of CF3-substituted triarylethenes by stereoselective threefold cross-coupling reactions
    Takeda, Youhei
    Shimizu, Masaki
    Hiyama, Tamejiro
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (45) : 8659 - 8661
  • [7] A HIGHLY SYMMETRICAL OCTAPALLADIUM(I) COMPOUND - CRYSTAL-STRUCTURE OF ([PD(MU-SC6F5)(MU-DPPM)PD](MU-SC6F5))4.2O(C2H5)2
    USON, R
    FORNIES, J
    FALVELLO, LR
    USON, MA
    USON, I
    HERRERO, S
    [J]. INORGANIC CHEMISTRY, 1993, 32 (07) : 1066 - 1067