6,7-Bismethoxy-2,11-dihydroxytetraphenylene Derived Macrocycles: Synthesis, Structures, and Complexation with
Chun-Lin Deng1, Xiao-Dong Xiong1, David T W Chik2
1Department of Chemistry, State Key Laboratory of Synthetic Chemistry, Center of Novel Functional Molecules, and Institute of Molecular Functional Materials, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR, China.
Chemistry, an Asian Journal
|July 28, 2015
Summary
Researchers synthesized a novel tetraphenylene building block for macrocycles. These macrocycles effectively complex with fullerenes C60 and C70, showing unique properties for fullerene binding applications.
Area of Science:
- Organic Chemistry
- Supramolecular Chemistry
- Materials Science
Background:
- Tetraphenylene-derived macrocycles are of interest for host-guest chemistry.
- Developing novel building blocks is crucial for designing advanced macrocyclic hosts.
Purpose of the Study:
- To synthesize and characterize a new tetraphenylene building block, 6,7-Bismethoxy-2,11-dihydroxytetraphenylene (1).
- To investigate the structural properties and fullerene complexation abilities of macrocyclic hosts derived from compound 1.
Main Methods:
- Palladium-catalyzed cross-coupling reactions for synthesis of compound 1.
- X-ray diffraction for structural characterization.
- Complexation studies with fullerenes C60 and C70 in toluene.
Main Results:
- Successful synthesis and characterization of 6,7-Bismethoxy-2,11-dihydroxytetraphenylene (1).
- Macrocyclic hosts derived from 1 exhibit well-defined structures and fixed conformations.
- Efficient and unique complexation properties with fullerenes C60 and C70 were observed.
Conclusions:
- Compound 1 is a valuable building block for constructing tetraphenylene-based macrocycles.
- The resulting macrocycles demonstrate promising applications in fullerene recognition and separation.
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