Amine guest size and hydrogen-bonding influence the structures of p-tert-butylcalix[4]arene inclusions

被引:34
|
作者
Brouwer, EB [1 ]
Udachin, KA [1 ]
Enright, GD [1 ]
Ripmeester, JA [1 ]
机构
[1] Natl Res Council Canada, Steacie Inst Mol Sci, Ottawa, ON K1A 0R6, Canada
关键词
D O I
10.1039/b001274m
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel structure involving a 2(p-tert-butylcalix[4]arene). 3.5(1,4-butanediamine) inclusion compound shows amine sites both exo and endo to the cavity, with the amine hydrogen-bonding to itself as well as to the host hydroxyl groups; for bulky amines with large pK(a) values, steric factors are more important than basicity, and the formation of a 1:1, high-symmetry host-guest structure is preferred over a low-symmetry hydrogen-bonded structure.
引用
收藏
页码:1905 / 1906
页数:2
相关论文
共 50 条
  • [1] Pathways for the reversion of p-tert-butylcalix[8]arene to p-tert-butylcalix[4]arene
    Gutsche, C. David
    Johnston, Douglas E. Jr.
    Stewart, Donald R.
    Journal of Organic Chemistry, 1999, 64 (10):
  • [2] A one pot acylation procedure of p-tert-butylcalix[4]arene and p-tert-butylcalix[7]arene
    Yao, B
    Bassus, J
    Lamartine, R
    ANALES DE QUIMICA-INTERNATIONAL EDITION, 1998, 94 (02): : 65 - 66
  • [3] Complexation behaviour of p-tert-butylcalix[4]arene and p-tert-butylcalix[6]arene towards acetone
    Benevelli, F
    Kolodziejski, W
    Wozniak, K
    Klinowski, J
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2001, 3 (09) : 1762 - 1768
  • [4] Calixarenes paper 53 -: Pathways for the reversion of p-tert-butylcalix[8]arene to p-tert-butylcalix[4]arene
    Gutsche, CD
    Johnston, DE
    Stewart, DR
    JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (10): : 3747 - 3750
  • [5] The hydrogen bonding and conformations of p-tert-butylcalix[4]arene as studied by IR spectroscopy and by DFT calculations
    Furer, VL
    Borisoglebskaya, EI
    Zverev, VV
    Kovalenko, VI
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2005, 62 (1-3) : 483 - 493
  • [6] P-TERT-BUTYLCALIX[4]ARENE DERIVATIVES OF ARSENIC
    KHASNIS, DV
    LATTMAN, M
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1993, 205 : 112 - INOR
  • [7] Zinc dimerization of p-tert-butylcalix[4]arene
    Atwood, JL
    Junk, PC
    Lawrence, SM
    Raston, CL
    SUPRAMOLECULAR CHEMISTRY, 1996, 7 (01) : 15 - 17
  • [8] Polysialosides scaffolded on p-tert-butylcalix[4]arene
    Meunier, SJ
    Roy, R
    TETRAHEDRON LETTERS, 1996, 37 (31) : 5469 - 5472
  • [9] Molecular dynamics simulations of p-tert-butylcalix[4]arene with small guest molecules
    Alavi, Saman
    Afagh, Nicholas A.
    Ripmeester, John A.
    Thompson, Donald L.
    CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (20) : 5231 - 5237
  • [10] Simulations of p-tert-butylcalix[4]arene with multiple occupancies of small guest molecules
    Alavi, Saman
    Ripmeester, John A.
    CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (06) : 1965 - 1971