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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
Heteroditopic Calix[6]arene Based Intervowen and Interlocked Molecular Devices
Gianpiero Cera1, Arturo Arduini1, Andrea Secchi1
1Dipartimento di Scienze Chimiche, della Vita e della Sostenibilità Ambientale, Università di Parma, Parco Area delle Scienze 17/A, I-43124, Parma, Italy.
Calix[6]arenes are versatile supramolecular platforms for creating complex structures like rotaxanes. Researchers have overcome synthetic challenges to utilize these larger macrocycles for guest recognition and property modulation.
Area of Science:
- Supramolecular Chemistry
- Organic Synthesis
- Macrocyclic Chemistry
Background:
- Calixarenes are established supramolecular platforms for molecular recognition.
- Larger calixarenes, like calix[6]arene, offer potential for binding larger guests but face synthetic challenges.
- Conformational flexibility and regioselective functionalization hinder the use of larger calixarenes.
Purpose of the Study:
- To review advancements in using calix[6]arene as a platform for synthesizing oriented (pseudo)rotaxanes.
- To explore the influence of calix[6]arene hosts on the properties of bound guests.
- To highlight the utility of larger calixarene macrocycles in supramolecular chemistry.
Main Methods:
- Regio- and stereocontrolled functionalization of calix[6]arene.
- Synthesis of oriented (pseudo)rotaxanes utilizing calix[6]arene as a macrocyclic wheel.
- Investigation of host-guest interactions and their effects on guest reactivity and spectroscopy.
Main Results:
- Demonstrated successful synthesis of complex structures using calix[6]arene.
- Showcased the ability of calix[6]arene to act as a macrocyclic component in rotaxane synthesis.
- Documented modulation of guest properties upon complexation with calix[6]arene.
Conclusions:
- Calix[6]arene has emerged as a valuable platform for advanced supramolecular architectures.
- Synthetic methodologies have been developed to overcome previous limitations in utilizing larger calixarenes.
- Calix[6]arene-based systems offer tunable platforms for controlling guest behavior and properties.
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