First chelated chiral N-Heterocyclic bis-carbene complexes

被引:188
作者
Clyne, DS [1 ]
Jin, J [1 ]
Genest, E [1 ]
Gallucci, JC [1 ]
RajanBabu, TV [1 ]
机构
[1] Ohio State Univ, Dept Chem, Columbus, OH 43210 USA
关键词
D O I
10.1021/ol005694v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
First chiral bidentate bis-carbene complex of Pd(II) prepared from a bis-imidazolium salt derived from (S) 2,2'-bromomethyl-1,1'-binaphthyl exists in both cis- and trans-square planar geometry. These and the corresponding trans-Ni(II) complexes are remarkably resistant to high temperature, air, water, and silica gel chromatography. The Pd complexes catalyze Heck reactions.
引用
收藏
页码:1125 / 1128
页数:4
相关论文
共 37 条
  • [11] METAL-COMPLEXES OF N-HETEROCYCLIC CARBENES - A NEW STRUCTURAL PRINCIPLE FOR CATALYSTS IN HOMOGENEOUS CATALYSIS
    HERRMANN, WA
    ELISON, M
    FISCHER, J
    KOCHER, C
    ARTUS, GRJ
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (21): : 2371 - 2374
  • [12] N-heterocyclic carbenes
    Herrmann, WA
    Kocher, C
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1997, 36 (20) : 2162 - 2187
  • [13] N-heterocyclic carbenes. 23. High yield syntheses of sterically demanding bis(N-heterocyclic carbene) complexes of palladium
    Herrmann, WA
    Schwarz, J
    Gardiner, MG
    [J]. ORGANOMETALLICS, 1999, 18 (20) : 4082 - 4089
  • [14] Metal complexes of chiral imidazolin-2-ylidene ligands
    Herrmann, WA
    Goossen, LJ
    Artus, GRJ
    Kocher, C
    [J]. ORGANOMETALLICS, 1997, 16 (11) : 2472 - 2477
  • [15] Nickel(II) complexes of N-heterocyclic carbenes
    Herrmann, WA
    Gerstberger, G
    Spiegler, M
    [J]. ORGANOMETALLICS, 1997, 16 (10) : 2209 - 2212
  • [16] Chiral oxazoline/imidazoline-2-ylidene complexes
    Herrmann, WA
    Goossen, LJ
    Spiegler, M
    [J]. ORGANOMETALLICS, 1998, 17 (11) : 2162 - 2168
  • [17] Chiral heterocyclic carbenes in asymmetric homogeneous catalysis
    Herrmann, WA
    Goossen, LJ
    Kocher, C
    Artus, GRJ
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (23-24): : 2805 - 2807
  • [18] Herrmann WA, 1998, J ORGANOMET CHEM, V557, P93
  • [19] Influence of sterically demanding carbene ligation on catalytic behavior and thermal stability of ruthenium olefin metathesis catalysts
    Huang, JK
    Schanz, HJ
    Stevens, ED
    Nolan, SP
    [J]. ORGANOMETALLICS, 1999, 18 (25) : 5375 - 5380
  • [20] Efficient cross-coupling of aryl chlorides with aryl grignard reagents (Kumada reaction) mediated by a palladium/imidazolium chloride system
    Huang, JK
    Nolan, SP
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (42) : 9889 - 9890