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Updated: Jun 25, 2025
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Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
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Norcorroles as antiaromatic π-electronic systems that form dimension-controlled assemblies.
Soh Ishikawa1, Kazuhisa Yamasumi1, Shinya Sugiura1
1Department of Applied Chemistry, College of Life Sciences, Ritsumeikan University Kusatsu 525-8577 Japan maedahir@ph.ritsumei.ac.jp.
Chemical Science
|May 24, 2024
Summary
Novel norcorrole derivatives self-assemble into triple-decker structures, forming liquid crystals with high electrical conductivity. These findings advance materials science for electronic applications.
Area of Science:
- Organic Chemistry
- Materials Science
- Supramolecular Chemistry
Background:
- Norcorrole derivatives are macrocyclic compounds with potential applications in materials science.
- Controlling molecular assembly is key to developing materials with specific electronic properties.
Purpose of the Study:
- To synthesize norcorrole derivatives with trialkoxyphenyl groups.
- To investigate the self-assembly behavior of these derivatives in single crystals and liquid crystals.
- To explore the relationship between molecular structure, assembly, and electrical conductivity.
Main Methods:
- Synthesis of norcorrole derivatives with varying aliphatic chain lengths.
- Crystallography to determine single-crystal structures.
- Polarized optical microscopy and differential scanning calorimetry for liquid crystal characterization.
- Molecular dynamics simulations to support experimental findings.
Main Results:
- Norcorrole derivatives formed various stacking assemblies based on aliphatic chain length.
- Triple-decker stacking structures were observed in both single-crystal and liquid crystal states.
- The liquid crystalline state exhibited discotic columnar structures composed of triple deckers.
- High electrical conductivity was observed in the liquid crystalline state.
Conclusions:
- The length of aliphatic chains on trialkoxyphenyl moieties influences the self-assembly of norcorrole derivatives.
- Triple-decker assemblies are achievable in both solid and liquid crystalline states.
- Discotic columnar liquid crystals formed by these norcorrole derivatives show promise for high electrical conductivity applications.
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