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
  • [11] Solid-state NMR and diffraction studies of a tunable p-tert-butylcalix[4] arene guest structures
    Brouwer, EB
    Enright, GD
    Ripmeester, JA
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (23) : 5404 - 5412
  • [12] Guest-induced asymmetry in the structure of p-tert-butylcalix[4]arene-nitrobenzene
    Brouwer, EB
    Enright, GD
    Ripmeester, JA
    SUPRAMOLECULAR CHEMISTRY, 1996, 7 (01) : 7 - 9
  • [13] Synthesis of the tripodal amine capped benzo crown p-tert-butylcalix[4]arene and its host-guest chemistry
    Tuntulani, T
    Ruangpornvisuti, V
    Tantikunwatthana, N
    Ngampaiboonsombut, O
    SeangprasertkijMagee, R
    Asfari, Z
    Vicens, J
    TETRAHEDRON LETTERS, 1997, 38 (22) : 3985 - 3988
  • [14] Characterization of synthetic precursors of p-tert-butylcalix[4]arene and p-tert-butylcalix[8]arene. Mechanisms of formation of calix[4]arene and calix[8]arene.
    Vocanson, F
    Lamartine, R
    SUPRAMOLECULAR CHEMISTRY, 1996, 7 (01) : 19 - 25
  • [15] Interactions of p-tert-butylcalix[4]arene and diamines in acetonitrile
    Li, HB
    Hu, HZ
    Gao, ZN
    Chen, YY
    CHINESE JOURNAL OF ANALYTICAL CHEMISTRY, 2002, 30 (03) : 318 - 320
  • [16] Extending the chemistry of p-tert-butylcalix[4] arene with H-bonding and secondary coordination
    Brown, PO
    Udachin, KA
    Enright, GD
    Ripmeester, JA
    CHEMICAL COMMUNICATIONS, 2005, (35) : 4402 - 4404
  • [17] CONFORMATIONS OF THE ACYL ESTERS OF P-TERT-BUTYLCALIX[4]ARENE AND CALIX[4]ARENE
    NO, KH
    KOO, HJ
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 1994, 15 (06) : 483 - 488
  • [18] Conformations of p-tert-Butylcalix[8]arene in Solvated Crystal Structures
    Kieliszek, Aleksandra
    Malinska, Maura
    CRYSTAL GROWTH & DESIGN, 2021, 21 (12) : 6862 - 6871
  • [19] Synthesis of the tripodal-amine capped benzo crown p-tert-butylcalix[4]arene and its host-guest chemistry
    Tuntulani, T.
    Ruangpornvisuti, V.
    Tantikunwatthana, N.
    Ngampaiboonsombut, O.
    Tetrahedron Letters, 38 (22):
  • [20] Switching of Guest Selectivity for the Inclusion of Regioisomers of Monosubstituted Phenols with Crystals of p-tert-Butylcalix[4]arene
    Morohashi, Naoya
    Sakamoto, Atsuya
    Matsumoto, Tomoaki
    Sasaki, Takuro
    Saito, Masaki
    Hattori, Tetsutaro
    CRYSTAL GROWTH & DESIGN, 2023, 23 (05) : 3264 - 3274