[6+6] Schiff-base macrocycles with 12 imines: giant analogues of cyclohexane

被引:86
作者
Hui, Joseph K. -H. [1 ]
MacLachlan, Mark J. [1 ]
机构
[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada
关键词
D O I
10.1039/b603985e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Hexagon-shaped [6+6] Schiff-base macrocycles with 12 imine bonds are reported. These giant macrocycles possess 6 N2O2 coordination environments and mass spectrometry evidence for hexametallation of one macrocycle is provided. Semi-empirical calculations reveal two stable conformations with boat and chair geometries for the macrocycles metallated with Ni(II), analogous to the conformations observed for cyclohexane.
引用
收藏
页码:2480 / 2482
页数:3
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共 58 条
  • [11] Synthesis of a shape-persistent macrocycle with intraannular sulfonate groups
    Fischer, M
    Höger, S
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (03) : 441 - 446
  • [12] Tautomerization in naphthalenediimines: A keto-enamine Schiff base macrocycle
    Gallant, AJ
    Yun, M
    Sauer, M
    Yeung, CS
    MacLachlan, MJ
    [J]. ORGANIC LETTERS, 2005, 7 (22) : 4827 - 4830
  • [13] Synthesis, structure, and computational studies of soluble conjugated multidentate macrocycles
    Gallant, AJ
    Hui, JKH
    Zahariev, FE
    Wang, YA
    MacLachlan, MJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (20) : 7936 - 7946
  • [14] Mild and selective reduction of imines: Formation of an unsymmetrical macrocycle
    Gallant, AJ
    Patrick, BO
    MacLachlan, MJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (25) : 8739 - 8744
  • [15] Ion-induced tubular assembly of conjugated Schiff-Base macrocycles
    Gallant, AJ
    MacLachlan, MJ
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (43) : 5307 - 5310
  • [16] Novel chiral "calixsalen" macrocycle and chiral Robson-type macrocyclic complexes
    Gao, J
    Reibenspies, JH
    Zingaro, RA
    Woolley, FR
    Martell, AE
    Clearfield, A
    [J]. INORGANIC CHEMISTRY, 2005, 44 (02) : 232 - 241
  • [17] Macrocyclic diiminodipyrromethane complexes:: structural analogues of Pac-Man porphyrins
    Givaja, G
    Blake, AJ
    Wilson, C
    Schröder, M
    Love, JB
    [J]. CHEMICAL COMMUNICATIONS, 2003, (19) : 2508 - 2509
  • [18] Grave C, 2002, EUR J ORG CHEM, V2002, P3075
  • [19] Shape-persistant macrocycles with terpyridine units:: Synthesis, characterization, and structure in the crystal
    Grave, C
    Lentz, D
    Schäfer, A
    Samorì, P
    Rabe, JP
    Franke, P
    Schlüter, AD
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (23) : 6907 - 6918
  • [20] Höger S, 1998, CHEM-EUR J, V4, P2423, DOI 10.1002/(SICI)1521-3765(19981204)4:12<2423::AID-CHEM2423>3.0.CO