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Keywords:

  • adamantane derivatives;
  • amino acids;
  • helicity induction;
  • self-assembly

Abstract

Non-disk-shaped molecules self-assembled to form columnar-type helical aggregates with gel ability through π-stacking interactions among the central tris(phenylethynylphenyl)adamantane moieties, hydrogen-bonding interactions among the alanine parts with amide groups, and van der Waals interactions among the alkyl groups in nonpolar n-alkanes. The structural analyses of fibrous architectures with helicity were examined by FTIR, UV-Vis, and circular dichroism (CD) spectroscopy and FE-SEM measurements. In contrast, the formation of fibrous structures was observed from adamantane-based tripodal molecules due to solvophobic interactions in polar EtOH, which showed no detectable Cotton effect in the CD measurement, indicating the induction of solvato-controlled helicity in the self-assembly process. Chirality 2011. © 2011 Wiley Periodicals, Inc.

Featured Compounds

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  1. 1 - 4
Compound L-1
Molecular Weight:1430.9336
Molecular Formula:C94H115N3O9
InChIKey:QKSFBYRIUYCIJE-VEPREERESA-N
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Compound 2
Molecular Weight:838.9822
Molecular Formula:C58H46O6
InChIKey:DCTZCTWGOQHHTI-UHFFFAOYSA-N
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Compound 3
Molecular Weight:796.9025
Molecular Formula:C55H40O6
InChIKey:KADTYXMJRMLPBH-UHFFFAOYSA-N
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Compound D-1
Molecular Weight:1430.9336
Molecular Formula:C94H115N3O9
InChIKey:QKSFBYRIUYCIJE-BGZAEKMRSA-N
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