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

被引:12
|
作者
Babak, Nikolay L. [1 ]
Shishkin, Oleg V. [1 ,2 ]
Shishkina, Svitlana V. [1 ,3 ]
Gella, Ivan M. [1 ,3 ]
Musatov, Vladimir I. [1 ]
Novikova, Nataliya B. [1 ]
Lipson, Victoria V. [1 ,2 ,3 ]
机构
[1] Natl Acad Sci Ukraine, State Sci Inst Inst Single Crystals, UA-61001 Kharkov, Ukraine
[2] Natl Acad Med Sci Ukraine, State Inst V Ya Danilevsky Inst Endocrine Pathol, Dept Med Chem, Artema St 10, UA-61002 Kharkov, Ukraine
[3] Kharkov Natl Univ, 4 Svobody Sq, UA-61122 Kharkov, Ukraine
关键词
Allobetuline derivatives; Chiral dopants for cholesteric liquid-crystal compositions; Helical twisting power; Molecular structure; Quantum-chemical calculations; INDUCED HELICAL STRUCTURE; ALPHA; BETA-UNSATURATED KETONES; DERIVATIVES; SYSTEMS; COMPONENTS;
D O I
10.1007/s11224-015-0700-y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 |beta| (71.38 +/- A 3.4) and (84.25 +/- A 3.7) mkm(-1) mol center dot pats(-1) showed (E)-2-(4-chlorophenylmethylidene)-allobetuline and (2R,3R)-3-(4'-chlorophenyl)-2,2'-spiro-oxyranoallobetuline correspondingly. How the value of |beta| in this series of compounds varies depending on the spatial arrangement relative to the aryl moiety of the chiral core is shown.
引用
收藏
页码:295 / 303
页数:9
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