6. Chiral Discotic Molecules: Expression and Amplification of Chirality

  1. Mark M. Green1,
  2. R. J. M. Nolte2 and
  3. E. W. Meijer3
  1. L. Brunsveld3,
  2. E. W. Meijer3,
  3. A. E. Rowan2 and
  4. R. J. M. Nolte2

Published Online: 14 MAY 2004

DOI: 10.1002/0471471895.ch6

Materials-Chirality, Volume 24

Materials-Chirality, Volume 24

How to Cite

Brunsveld, L., Meijer, E. W., Rowan, A. E. and Nolte, R. J. M. (2003) Chiral Discotic Molecules: Expression and Amplification of Chirality, in Materials-Chirality, Volume 24 (eds M. M. Green, R. J. M. Nolte and E. W. Meijer), John Wiley & Sons, Inc., Hoboken, NJ, USA. doi: 10.1002/0471471895.ch6

Editor Information

  1. 1

    Polytechnic University, Brooklyn, New York, USA

  2. 2

    Laboratory of Organic Chemistry, Department of Organic Chemistry, NSRIM, University of Nijmegen, Toernooiveld 1, 6525 ED, Nijmegen, The Netherlands

  3. 3

    Laboratory of Macromolecular and Organic Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB, Eindhoven, The Netherlands

Author Information

  1. 2

    Laboratory of Organic Chemistry, Department of Organic Chemistry, NSRIM, University of Nijmegen, Toernooiveld 1, 6525 ED, Nijmegen, The Netherlands

  2. 3

    Laboratory of Macromolecular and Organic Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB, Eindhoven, The Netherlands

Publication History

  1. Published Online: 14 MAY 2004
  2. Published Print: 25 SEP 2003

Book Series:

  1. Topics in Stereochemistry

Book Series Editors:

  1. Scott E. Denmark and
  2. Jay Siegel

ISBN Information

Print ISBN: 9780471054979

Online ISBN: 9780471471899

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Keywords:

  • liquid crystals;
  • discotic liquid crystals;
  • chiral thermotropic discotic liquid crystals;
  • chiral induction in the ND mesophase;
  • chiral columns formed by helical self-assembly. the helical core - polymer backbone controlled helicity - side-chain packing;
  • discotics with a chiral core;
  • ferroelectricity. flat discotics - cone-shaped molecules;
  • chiral lyotropic discotic liquid crystals and self-assembly of chiral discotics in dilute solution;
  • self-assembly of chiral discotics. self-assembly of chiral discotics without expression of chirality - non-cooperative self-assembly into chiral columns - cooperative self-assembly into chiral columns;
  • self-assembly of guanine and pterine related molecules;
  • self-assembly of helices

Summary

In this contribution, chirality and discotic liquid crystals are discussed as a tool for studying the self-assembly of these molecules, both in solution and in the solid state. Therefore, the objective of this chapter is to summarize and elucidate how molecular chirality can be expressed in discotic supramolecular architectures both in the liquid crystalline state and in solution. Closely related to this issue is the question how chirality can be amplified from one discotic molecule to another, a phenomenon that has mainly been studied in solution, but can have significant impact on the issue of the origin of chirality. The different mesophase assemblies of chiral discotics are presented. Supramolecular assemblies of discotic molecules in solution, although they have not yet found application, allow for a detailed and specific investigation of the interactions that are required to express chirality at higher levels of organization. As such, the fundamental knowledge acquired from supramolecular assemblies in solution might formulate the design criteria for chiral discotic mesophases and provide the necessary tools for the creation of functional systems.