Ring-alkyl connecting group effect on mesogenic properties of p-carborane derivatives and their hydrocarbon analogues

Ring-alkyl connecting group effect on mesogenic properties of p-carborane derivatives and their hydrocarbon analogues

The effect of the phenyl-alkyl connecting group on mesogenic properties of several series of isostructural compounds containing p-carborane (A and B), bicyclo[2.2.2]octane (C), and benzene (D) was investigated using thermal and optical methods. Results demonstrated that mesophase stability in the se...

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Veröffentlicht in:Beilstein journal of organic chemistry 2009-12, Vol.5 (1), p.83-83
Hauptverfasser: Jankowiak, Aleksandra, Kaszynski, Piotr, Tilford, William R, Ohta, Kiminori, Januszko, Adam, Nagamine, Takashi, Endo, Yasuyuki
Format: Artikel
Sprache:eng
Schlagworte:
Chemistry
Full Research Paper
liquid crystals
p-carborane
structure-property relationship
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Zusammenfassung:The effect of the phenyl-alkyl connecting group on mesogenic properties of several series of isostructural compounds containing p-carborane (A and B), bicyclo[2.2.2]octane (C), and benzene (D) was investigated using thermal and optical methods. Results demonstrated that mesophase stability in the series containing A-D follows the order (Alk)CH₂CH₂- < (Alk)OOC- < (Alk)CH₂O- < (Alk)COO-. Surprisingly, the connecting groups (Alk)CH₂CH₂- and (Alk)OOC- destabilize the mesophase significantly stronger for carboranes (A and B) than for carbocyclic derivatives (C and D). Analysis indicates that this effect may have quadrupolar and conformational origin.
ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.5.83