Inositol Liquid Crystals, X-Ray Diffraction Studies of Their Hydrogen-Bond Supported Supramolecular Mesophases(1)

被引:35
作者
Praefcke, K. [1 ]
Marquardt, P. [1 ]
Kohne, B. [1 ]
Stephan, W. [1 ]
Levelut, A. -M. [2 ]
Wachtel, E. [3 ]
机构
[1] Tech Univ Berlin, Inst Organ Chem, D-1000 Berlin 12, Germany
[2] Univ Paris 11, Phys Solides Lab, F-91405 Orsay, France
[3] Weizmann Inst Sci, IL-76100 Rehovot, Israel
关键词
inositols natural product; derivatives; 2H-NMR; mesogens; x-ray diffraction;
D O I
10.1080/00268949108046054
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Results of x-ray measurements on the various columnar mesophases of multi-ethers of the naturally occurring stereoisomers myo- and scyllo-inositol are presented. Depending on the number of alkyl substituents at their inositol cores such derivatives show interesting kinds of molecular organization in their liquid-crystalline states. Thus, to the best of our knowledge, the first thermotropic mesophase of tetragonal symmetry exhibited by a low-molecular weight system is described. Vicinal diols and a tetrol of this new group of liquid crystals are coupled within their mesophases by hydrogen bonding networks. In case of scyllo-inositol it could be shown that the number of functionalizations determines the size of this network or the degree of multimerization; columnar mesophases composed of dimers or pentamers were observed. A comparison of stereoisomeric inositol tetraethers (vicinal cis- and trans-diols) clearly revealed stereochemical influences on their liquid-crystalline properties.
引用
收藏
页码:149 / 158
页数:10
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