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Updated: Mar 24, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
[18]Annulene put into a new perspective
Dominik Lungerich1, Alexey V Nizovtsev2, Frank W Heinemann2
1Department Chemie und Pharmazie & Interdisciplinary Center for Molecular Materials (ICMM), Organic Chemistry II, Friedrich-Alexander-Universität Erlangen-Nürnberg, Henkestraße 42, 91054, Erlangen, Germany. norbert.jux@fau.de.
Researchers studied the crystal structure of [18]annulene, finding a unique herringbone packing. This revealed how solvent molecules stabilize solid annulenes, offering new insights into their structure and properties.
Area of Science:
- Organic Chemistry
- Crystallography
- Solid-State Chemistry
Background:
- [18]Annulene and its derivatives are important macrocyclic organic compounds.
- Understanding the solid-state packing of annulenes is crucial for predicting their properties.
Purpose of the Study:
- To investigate the crystal structure of [18]annulene.
- To elucidate the role of solvent molecules in stabilizing solid annulenes.
Main Methods:
- X-ray crystallography was employed to analyze the crystal structure.
- Co-crystallization of hexadehydro[18]annulene with benzene was performed.
Main Results:
- A face-to-face stacking of [18]annulene molecules at 3.16 Å was observed.
- A herringbone-like crystal packing arrangement was identified.
- The study demonstrated the stabilizing effect of intercalated benzene molecules.
Conclusions:
- The crystal structure of [18]annulene reveals specific intermolecular interactions.
- Intercalated solvent molecules play a significant role in the stabilization of solid annulene structures.
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