LIQUID-CRYSTALLINE COMPOUNDS .62. LIQUID-CRYSTALLINE INOSITOL ETHERS, THEIR SYNTHESES AND COLUMNAR MESOPHASES

被引:34
|
作者
PRAEFCKE, K
MARQUARDT, P
KOHNE, B
STEPHAN, W
机构
[1] EOS Goethe-Oberschule, formerly Gymnasium Friderico Francisceum
[2] Institute of Organic Chemistry, C 3, Technische Universität Berlin
关键词
D O I
10.1080/07328309108543930
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Syntheses of selected multi-O-alkylethers of the stereoisomeric myo- and scyllo-inositols are described. Necessary conversions of axial hydroxyl groups into equatorial ones have been performed with either potassium superoxide (KO2) or potassium nitrite (KNO2) as powerful oxygen nucleophiles for this purpose. Most of the novel cyclitol ethers are thermotropic liquid crystals. Depending on the number, positions, and stereochemical arrangement of alkyl chains attached to the inositol core, these biomolecule mesogens, chemically vicinal diols and a tetrol, show interesting modes of molecular organizations in their columnar liquid-crystalline phases. The architectures of these mesophases are based on hydrogen-bridged multimers. Models for their self-assembled ''supramolecular structures'' are presented and discussed.
引用
收藏
页码:539 / 548
页数:10
相关论文
共 50 条
  • [1] LIQUID-CRYSTALLINE COMPOUNDS .75. NOVEL INOSITOL ETHERS - SUBSTITUTION PATTERN AND STEREOCHEMISTRY VERSUS LIQUID-CRYSTALLINE BEHAVIOR
    PRAEFCKE, K
    BLUNK, D
    LIQUID CRYSTALS, 1993, 14 (04) : 1181 - 1187
  • [2] Columnar Liquid-Crystalline Metallomacrocycles
    Kawano, Shin-ichiro
    Ishida, Yukari
    Tanaka, Kentaro
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (06) : 2295 - 2302
  • [3] Columnar Liquid-Crystalline Dinaphthoperylenetetracarboxdiimides
    Ferreira, Marli
    Girotto, Edivandro
    Bentaleb, Ahmed
    Hillard, Elizabeth A.
    Gallardo, Hugo
    Durola, Fabien
    Bock, Harald
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (11) : 4391 - 4397
  • [4] LIQUID-CRYSTALLINE MESOPHASES IN LIVING ORGANISMS
    HO, MW
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1994, 207 : 106 - IEC
  • [5] Conductivity of electronic liquid-crystalline mesophases
    Fernandes, Rafael M.
    Schmalian, Joerg
    Westfahl, Harry, Jr.
    PHYSICAL REVIEW B, 2008, 78 (18):
  • [6] A liquid-crystalline silsesquioxane dendrimer exhibiting chiral nematic and columnar mesophases
    Saez, IM
    Goodby, JW
    Richardson, RM
    CHEMISTRY-A EUROPEAN JOURNAL, 2001, 7 (13) : 2758 - 2764
  • [7] Liquid-crystalline crown ether: Forming columnar mesophases by molecular recognition
    Schroter, JA
    Tschierske, C
    Wittenberg, M
    Wendorff, JH
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (10): : 1119 - 1121
  • [8] A liquid-crystalline silsesquioxane dendrimer exhibiting chiral nematic and columnar mesophases
    Saez, Isabel M.
    Goodby, John W.
    Richardson, Robert M.
    2001, Wiley-VCH Verlag (07)
  • [9] SYNTHESES OF LIQUID-CRYSTALLINE PHTHALOCYANINES
    HANACK, M
    BECK, A
    LEHMANN, H
    SYNTHESIS-STUTTGART, 1987, (08): : 703 - 705
  • [10] Columnar Liquid-Crystalline Dibenzopentacenodithiophenes by Photocyclization
    Cabral, Marilia G. Belarmino
    Santos, Deise M. Pereira de Oliveira
    Bentaleb, Ahmed
    Hillard, Elizabeth A.
    Cristiano, Rodrigo
    Gallardo, Hugo
    Durola, Fabien
    Bock, Harald
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (24) : 8043 - 8047