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

来源：

STRUCTURAL CHEMISTRY | 2016年 / 27卷 / 01期

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

页码：295 / 303

页数：9

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