4.8 Article

Spontaneous Chirality Induction and Enantiomer Separation in Liquid Crystals Composed of Achiral Rod-Shaped 4-Arylbenzoate Esters

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 41, Pages 15055-15060

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja905785d

Keywords

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Funding

  1. Ministry of Education, Culture. Sports, Science and Technology, Japan [16105003]
  2. National Research Laboratory Prograrn of the Korea Science and Engineering Foundation (KOSEF)
  3. Basic Research Program [R01-2005-000-10456-0]
  4. KRF [D00079]
  5. CUPS-ERC program X-ray experiments [3C2, 4C2]
  6. Grants-in-Aid for Scientific Research [16105003] Funding Source: KAKEN

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The discovery of spontaneously induced chirality and enantiomeric separation in liquid crystal and soft crystal systems composed of achiral rod-shaped 4-arylbenzoate esters is described. Negligibly small circular dichroism (CD) signals are produced in the smectic A (SmA) phases of these substances, and the signals were found to increase with increasing smectic order. Since the advent of chirality occurs in freely suspended films, it is not a consequence of surface effects. Both positive and negative CD signals are observed with equal probability at different positions in these films. Vibrational CD spectroscopy and theoretical calculations are used to analyze the conformational changes that are associated with the indued chirality of the rod-shaped molecules. The results show that the phenomenon is caused by thE twisting of biphenyl bond associated with the ester moiety in 4-arylbenzoate esters.

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