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Arylene ethynylene macrocycles prepared by precipitation-driven alkyne metathesis
1Roger Adams Laboratory, Departments of Chemistry and Materials Science & Engineering, University of Illinois at Urbana-Champaign, Urbana, IL 61801, USA.
Journal of the American Chemical Society
|October 8, 2004
Summary
A new method enables convenient, multigram synthesis of arylene ethynylene macrocycles. This efficient alkyne metathesis reaction occurs near room temperature, yielding macrocycles in high amounts.
Area of Science:
- Organic Chemistry
- Macromolecular Science
- Synthetic Chemistry
Background:
- Macrocyclic compounds are important in various fields.
- Efficient synthesis of macrocycles remains a challenge.
Purpose of the Study:
- To develop a convenient, multigram-scale synthesis for arylene ethynylene macrocycles.
- To explore alkyne metathesis for macrocycle formation.
Main Methods:
- Utilized alkyne metathesis for macrocycle synthesis.
- Employed monomers as starting materials.
- Conducted the reaction near room temperature.
Main Results:
- Achieved a convenient, multigram-scale synthesis.
- Macrocycles were produced in high yields.
- The reaction proceeded in one step.
Conclusions:
- Alkyne metathesis is an effective method for synthesizing arylene ethynylene macrocycles.
- The described method is efficient and scalable.
- Precipitation of a byproduct drives the reaction forward.
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