A palladium complex containing a new C2-symmetric bidentate non-racemic oxalamidine ligand:: synthesis and catalytic properties

被引:21
作者
Dupont, J
Ebeling, G
Delgado, MR
Consorti, CS
Burrow, R
Farrar, DH
Lough, AJ
机构
[1] Univ Fed Rio Grande Sul, Lab Mol Catalysis, Inst Chem, BR-91501970 Porto Alegre, RS, Brazil
[2] Univ Fed Santa Maria, Dept Quim, BR-97105900 Santa Maria, RS, Brazil
[3] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada
关键词
palladium; catalysis; amidines; hydro-arylation; asymmetric;
D O I
10.1016/S1387-7003(01)00249-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Non-racemic (S, S, S, S)-(-)-2,2-bis-(4,5-diphenyl-1, 3-imidazoline) 1 has been prepared in good yields from the reaction of (S, S)(-)1,2-diphenylethylenediamine with diethyl oxalimidate. The reaction of 1 with sodium tetrachloropalladate yields [PdCl2(1)] complex 2, whose structure has been ascertained by means of X-ray diffraction analysis. Complex 2 catalyzes the hydro-arylation of norbornene in good catalytic activity but with poor enantioselectivity. (C) 2001 Elsevier Science BN. All rights reserved.
引用
收藏
页码:471 / 474
页数:4
相关论文
共 19 条
  • [1] New highly active chiral phosphapalladacycle catalysts. First isolation and characterization of a Pd(IV) intermediate
    Brunel, JM
    Hirlemann, MH
    Heumann, A
    Buono, G
    [J]. CHEMICAL COMMUNICATIONS, 2000, (19) : 1869 - 1870
  • [2] Brunner H, 1993, HDB ENANTIOSELECTIVE, V1
  • [3] Preparation and characterization of the disjoint diradical 4,4'-bis(1,2,3,5-dithiadiazolyl) [S2N2C-CN2S2] and its iodine charge transfer salt [S2N2C-CN2S2]
    Bryan, CD
    Cordes, AW
    Goddard, JD
    Haddon, RC
    Hicks, RG
    MacKinnon, CD
    Mawhinney, RC
    Oakley, RT
    Palstra, TTM
    Perel, AS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (02) : 330 - 338
  • [4] A simplified synthesis of (+/-)-1,2-diphenyl-1,2-diaminoethane (1) from benzaldehyde and ammonia. Revision of the structures of the long-known intermediates ''hydrobenzamide'' and ''amarine''
    Corey, EJ
    Kuhnle, FNM
    [J]. TETRAHEDRON LETTERS, 1997, 38 (50) : 8631 - 8634
  • [5] Cyclopropanation with diazomethane and bis(oxazoline)palladium(II) complexes
    Denmark, SE
    Stavenger, RA
    Faucher, AM
    Edwards, JP
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (10) : 3375 - 3389
  • [6] Nitrogen-containing ligands for asymmetric homogeneous and heterogeneous catalysis
    Fache, F
    Schulz, E
    Tommasino, ML
    Lemaire, M
    [J]. CHEMICAL REVIEWS, 2000, 100 (06) : 2159 - 2231
  • [8] C2-symmetric chiral bis(oxazoline)-metal complexes in catalytic asymmetric synthesis
    Ghosh, AK
    Packiarajan, M
    Cappiello, J
    [J]. TETRAHEDRON-ASYMMETRY, 1998, 9 (01) : 1 - 45
  • [9] HELMCHEN G, 1991, SYNLETT, P257
  • [10] Jacobsen E. N., 1999, COMPREHENSIVE ASYMME, V1- 3