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Updated: Jun 20, 2026

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Published on: April 6, 2017
Cationic guest inclusion in widemouthed Schiff base macrocycles
Jian Jiang1, Mark J MacLachlan
1Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, BC, Canada V6T 1Z1.
Conjugated Schiff base macrocycles with flexible structures can capture organic cations within their cavities. These macrocycles are useful for building larger, complex supramolecular assemblies.
Area of Science:
- Supramolecular Chemistry
- Organic Chemistry
- Materials Science
Background:
- Schiff base macrocycles are known for their versatile coordination properties.
- Designing macrocycles with tunable cavity sizes and flexibility is crucial for selective guest binding.
Purpose of the Study:
- To synthesize and characterize novel conjugated Schiff base macrocycles.
- To investigate the ability of these macrocycles to bind organic cations.
- To explore the potential of these macrocycles in constructing supramolecular architectures.
Main Methods:
- Synthesis of conjugated Schiff base macrocycles via condensation reactions.
- Structural characterization using NMR spectroscopy and X-ray crystallography.
- Binding studies with various organic cations.
- Self-assembly experiments to form larger structures.
Main Results:
- Successfully synthesized macrocycles with wide bores and significant conformational flexibility.
- Demonstrated selective binding of organic cations within the macrocyclic interior.
- Observed the formation of extended supramolecular structures through macrocycle assembly.
Conclusions:
- Conjugated Schiff base macrocycles with flexible, wide bores effectively bind organic cations.
- These macrocycles serve as valuable building blocks for constructing complex supramolecular systems.
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