Self-assembly of carbazole-containing gelators: alignment of the chromophore in fibrous aggregates

Carbazole-containing gelators derived from l-isoleucine have been developed. They form elongated self-assembled fibers in common organic solvents and in liquid crystals, leading to the efficient gelation of these solvents. Spectroscopic studies indicate that the carbazolyl moieties are one-dimension...

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Bibliographic Details
Published in:Tetrahedron 2007-07, Vol.63 (31), p.7358-7365
Main Authors: Yabuuchi, Kazuhiro, Tochigi, Yusuke, Mizoshita, Norihiro, Hanabusa, Kenji, Kato, Takashi
Format: Article
Language:English
Subjects:
Carbazole
Liquid crystal
Organogel
Self-assembled fiber
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Summary:Carbazole-containing gelators derived from l-isoleucine have been developed. They form elongated self-assembled fibers in common organic solvents and in liquid crystals, leading to the efficient gelation of these solvents. Spectroscopic studies indicate that the carbazolyl moieties are one-dimensionally stacked in the fibers. The stacking of the carbazolyl moieties is reversible by the association and dissociation of the hydrogen bonding. Moreover, anisotropically aligned fibers have been obtained in a homogeneously oriented smectic state of liquid crystals. This template behavior would serve as a versatile approach to the functionalization of self-assembled fibers. [Display omitted] Unidirectionally aligned fibers of a carbazole-containing gelator are formed in oriented liquid crystals, leading to one-dimensional stacking of the carbazolyl moieties.
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2007.03.121