Full Paper

Supermolecular Chiral Mesogenic Tripedes

  1. Dr. Abdelhak Belaissaoui1,*,
  2. Dr. Isabel M. Saez1,
  3. Dr. Stephen J. Cowling1,
  4. Dr. Xiangbing Zeng2,
  5. Prof. John W. Goodby1

Article first published online: 19 JAN 2012

DOI: 10.1002/chem.201102193

Issue

Chemistry - A European Journal

Chemistry - A European Journal

Volume 18, Issue 8, pages 2366–2373, February 20, 2012

Additional Information

How to Cite

Belaissaoui, A., Saez, I. M., Cowling, S. J., Zeng, X. and Goodby, J. W. (2012), Supermolecular Chiral Mesogenic Tripedes. Chem. Eur. J., 18: 2366–2373. doi: 10.1002/chem.201102193

Author Information

  1. 1

    Department of Chemistry, University of York, Heslington Road, York, YO10 5DD (UK)

  2. 2

    Department of Materials Science and Engineering, The University of Sheffield, Sheffield, S1 3JD (UK)

*Department of Chemistry, University of York, Heslington Road, York, YO10 5DD (UK)

Publication History

  1. Issue published online: 10 FEB 2012
  2. Article first published online: 19 JAN 2012
  3. Manuscript Received: 17 JUL 2011

Funded by

  • EPSRC

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Keywords:

  • carbohydrates;
  • chirality transfer;
  • liquid crystals;
  • mesogens;
  • tripedes

Abstract

A novel series of chiral liquid crystalline tripedes Glucoside and Mannoside derivatives Gn and Mn (n=1–3) have been synthesised. The inner cores consist of methyl α-D-Glucoside G or methyl α-D-Mannoside M, regioselectively functionalised at the less hindered position C6, with tert-butyldimethylsilyl (TBDMS), hydroxyl or carboxylic acid moieties. The cores, which can acquire several flexible conformations, are attached to rod-like smectogenic-preferring cyanobiphenyl units, by means of a flexible hexanoyl spacer. These Glyco-Supermolecules exhibit chiral nematic (N*) and smectic A (SmA) phases. The combined effects of core chirality and functional groups on thermal and mesomorphic characteristics are discussed.

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