Hydrogen-bonded dimers of tetra-urea calix[4]arenes stable in THF

被引:24
|
作者
Vatsouro, Ivan [1 ]
Rudzevich, Valentyn [1 ]
Bohmer, Volker [1 ]
机构
[1] Univ Mainz, Abteilung Lehramt Chem, Fachbereich Chem, D-55099 Mainz, Germany
关键词
D O I
10.1021/ol0702775
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Whereas tetra-urea derivatives of tetra-alkoxy calix[4]arenes 1 exist as single molecules in THF, dimeric hydrogen-bonded capsules are exclusively found for the corresponding calix[4]arene derivatives 3 and 2 with two or four free hydroxyl groups. Comparison with the rigidified tetra-urea 5 suggests that this increased stability of the dimers is due to the stabilization of their four-fold symmetry by intramolecular hydrogen bonds between the phenolic hydroxyl groups.
引用
收藏
页码:1375 / 1377
页数:3
相关论文
共 50 条
  • [21] Hydrogen-bonded dimers in dipyrrinones and acyldipyrrinones
    Huggins, MT
    Lightner, DA
    MONATSHEFTE FUR CHEMIE, 2001, 132 (02): : 203 - 221
  • [22] 16 MEMBERED HYDROGEN-BONDED DIMERS
    BROWN, I
    EGLINTON, G
    MARTINSMITH, M
    JOURNAL OF THE CHEMICAL SOCIETY, 1963, (APR): : 2551 - &
  • [23] Hydrogen-Bonded Dimers in Dipyrrinones and Acyldipyrrinones
    Michael T. Huggins
    David A. Lightner
    Monatshefte für Chemie / Chemical Monthly, 2001, 132 : 203 - 221
  • [24] Stable Hydrogen-Bonded Spherical Capsules Formed from Self-Assembly of Pyrogallol[4]arenes
    Qian-Feng Zhang
    Richard D. Adams
    Dieter Fenske
    Journal of inclusion phenomena and macrocyclic chemistry, 2005, 53 : 275 - 279
  • [25] Encapsulation of ferrocenes by hydrogen-bonded pyrogallol[4]arene dimers
    Wang, Bei
    Jia, Ai-Quan
    Yang, Hong-Mei
    Liu, Jing-Long
    Zhang, Qian-Feng
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2018, 73 (08): : 597 - 600
  • [26] Stable hydrogen-bonded spherical capsules formed from self-assembly of pyrogallol[4]arenes
    Zhang, QF
    Adams, RD
    Fenske, D
    JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2005, 53 (3-4) : 275 - 279
  • [27] 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
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1999, (04): : 669 - 671
  • [28] Hydrogen-bonded cavities based upon resorcin[4]arenes by design
    MacGillivray, Leonard R.
    Atwood, Jerry L.
    2000, Oxford University Press (757):
  • [29] HYDROGEN-BONDED DIMERS IN TIN(II) HYDROGEN PHOSPHATE
    SCHROEDER, LW
    PRINCE, E
    ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1976, 32 (DEC15): : 3309 - 3311
  • [30] HYDROGEN-BONDED DIMERS OF ADENINE AND URACIL DERIVATIVES
    HAMLIN, RM
    LORD, RC
    RICH, A
    SCIENCE, 1965, 148 (3678) : 1734 - &