Synthesis and spatial structure of new chiral dopants from allobetuline series for cholesteric liquid-crystal compositions

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• 作者：Nikolay L. Babak ; Oleg V. Shishkin ; Svitlana V. Shishkina…
• 关键词：Allobetuline derivatives ; Chiral dopants for cholesteric liquid ; crystal compositions ; Helical twisting power ; Molecular structure ; Quantum ; chemical calculations
• 刊名：Structural Chemistry
• 出版年：2016
• 出版时间：February 2016
• 年：2016
• 卷：27
• 期：1
• 页码：295-303
• 全文大小：1,038 KB
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• 作者单位：Nikolay L. Babak (1)
  Oleg V. Shishkin (1) (2)
  Svitlana V. Shishkina (1) (3)
  Ivan M. Gella (1) (3)
  Vladimir I. Musatov (1)
  Nataliya B. Novikova (1)
  Victoria V. Lipson (1) (2) (3)
  
  1. State Scientific Institution “Institute for Single Crystals” of the National Academy of Sciences of Ukraine, Kharkiv, 61001, Ukraine
  2. Medicinal Chemistry Department, State Institution “V.Ya. Danilevsky Institute for Endocrine Pathology Problems” of the National Academy of Medical Sciences of Ukraine, Artema St., 10, Kharkiv, 61002, Ukraine
  3. V. N. Karazin Kharkiv National University, 4 Svobody sq., Kharkiv, 61122, Ukraine
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Computer Applications in Chemistry
  Physical Chemistry
  Theoretical and Computational Chemistry
  
• 出版者：Springer Netherlands
• ISSN：1572-9001

文摘

New series of chiral dopants for cholesteric liquid-crystal compositions were synthesized on the base of 2-substituted allobetuline derivatives, and their steric structure was determined by X-ray analysis. The relationship between spatial structure of these compounds and their ability to induce cholesteric helix in 4-pentyl-4′-cyanobiphenyl nematic solvent was examined. The highest values of the helical twisting power |β| (71.38 ± 3.4) and (84.25 ± 3.7) mkm−1 mol·pats−1 showed (E)-2-(4-chlorophenylmethylidene)-allobetuline and (2R,3R)-3-(4′-chlorophenyl)-2,2′-spiro-oxyranoallobetuline correspondingly. How the value of |β| in this series of compounds varies depending on the spatial arrangement relative to the aryl moiety of the chiral core is shown. Keywords Allobetuline derivatives Chiral dopants for cholesteric liquid-crystal compositions Helical twisting power Molecular structure Quantum-chemical calculations