Effect of a cationic guest on the characteristics of the molecular capsule of resorcinarene: A diffusion NMR study

被引:59
作者
Avram, L [1 ]
Cohen, Y [1 ]
机构
[1] Tel Aviv Univ, Sackler Fac Exact Sci, Sch Chem, IL-69978 Tel Aviv, Israel
关键词
D O I
10.1021/ol034156q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHIC] NMR diffusion measurements were used to probe the differences in the characteristics of the hexameric capsule of [c]-undecane resorcin[4]arene (1b) in a CDCl3 solution in the absence and presence of tetrahexylammonium bromide (THABr). It was found that the nonencapsulated THABr forms a 1:1 complex with 1b, which is in fast exchange with its constituents. We found that water molecules seem not to participate in the construction of the THABr hexameric capsule of 1b in a CDCl3 solution, in contrast to the finding in the absence of THABr, where the major species in CDCl3 seems to be [(1b)(6)(H2O)(8)].
引用
收藏
页码:1099 / 1102
页数:4
相关论文
共 36 条
  • [1] Spontaneous formation of hexameric resorcinarene capsule in chloroform solution as detected by diffusion NMR
    Avram, L
    Cohen, Y
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (51) : 15148 - 15149
  • [2] The role of water molecules in a resorcinarene capsule as probed by NMR diffusion measurements
    Avram, L
    Cohen, Y
    [J]. ORGANIC LETTERS, 2002, 4 (24) : 4365 - 4368
  • [3] Complexation in pseudorotaxanes based on α-cyclodextrin and different α,ω-diaminoalkanes by NMR diffusion measurements
    Avram, L
    Cohen, Y
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (08) : 2639 - 2644
  • [4] Self-assembly of hydrogen-bonded capsules
    Böhmer, V
    Vysotsky, MO
    [J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 2001, 54 (11) : 671 - 677
  • [5] Brody MS, 1999, ANGEW CHEM INT EDIT, V38, P1640, DOI 10.1002/(SICI)1521-3773(19990601)38:11<1640::AID-ANIE1640>3.0.CO
  • [6] 2-Y
  • [7] Tropylium cation capsule of hydrogen-bonded tetraurea calix[4]arene dimers
    Frish, L
    Vysotsky, MO
    Matthews, SE
    Böhmer, V
    Cohen, Y
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 2002, (01): : 88 - 93
  • [8] A pulsed gradient spin echo NMR study of guest encapsulation by hydrogen-bonded tetraurea calix[4]arene dimers
    Frish, L
    Matthews, SE
    Böhmer, V
    Cohen, Y
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1999, (04): : 669 - 671
  • [9] Molecular paneling via coordination
    Fujita, M
    Umemoto, K
    Yoshizawa, M
    Fujita, N
    Kusukawa, T
    Biradha, K
    [J]. CHEMICAL COMMUNICATIONS, 2001, (06) : 509 - 518
  • [10] Complexes of macrocycles with gamma-cyclodextrin as deduced from NMR diffusion measurements
    Gafni, A
    Cohen, Y
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (01) : 120 - 125