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09:35
Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Towards molecular ribbons of corannulene
Fabienne Furrer1, Anthony Linden, Mihaiela C Stuparu
1Institute of Organic Chemistry, University of Zürich, Winterthurerstrasse 190, 8057 Zürich (Switzerland), Fax: (+41) 44-635-68-12.
Chemistry (Weinheim an Der Bergstrasse, Germany)
|August 14, 2013
Summary
Researchers synthesized novel corannulene-based ribbon molecules using a repetitive Diels-Alder strategy. This modular approach allows for the construction of complex molecular architectures for potential applications.
Area of Science:
- Organic Chemistry
- Materials Science
- Supramolecular Chemistry
Background:
- Corannulene is a unique curved polycyclic aromatic hydrocarbon with potential in advanced materials.
- Developing methods for controlled synthesis of large, complex molecules based on corannulene is challenging.
Purpose of the Study:
- To develop a modular and repetitive strategy for synthesizing corannulene-based ribbon-shaped molecules.
- To explore the construction of dimeric and trimeric segments of these hypothetical molecular ribbons.
Main Methods:
- Utilized a repetitive Diels-Alder cycloaddition strategy.
- Synthesized specific corannulene-based dienes and dienophiles as building blocks.
- Employed 1D and 2D Nuclear Magnetic Resonance (NMR) spectroscopy for structural elucidation.
- Performed crystal-structure analysis to confirm molecular geometry.
Main Results:
- Successfully synthesized dimeric and trimeric segments of corannulene-based molecular ribbons.
- Demonstrated the modular assembly of these building blocks.
- Confirmed the structures and geometries of the synthesized compounds through spectroscopic and crystallographic methods.
Conclusions:
- The repetitive Diels-Alder strategy is effective for constructing corannulene-based ribbon molecules.
- The modular approach allows for controlled synthesis of complex molecular architectures.
- This work lays the foundation for designing novel materials with tailored properties based on corannulene.
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