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Highly active alkyne metathesis catalysts operating under open air condition.
Yanqing Ge1,2, Shaofeng Huang2, Yiming Hu2
1School of Chemistry and Pharmaceutical Engineering, Shandong First Medical University & Shandong Academy of Medical Sciences, Taian, China.
Nature Communications
|February 19, 2021
Summary
New alkyne metathesis catalysts are user-friendly and air-stable. These catalysts, using simple ligands, show high yields in open air, simplifying synthetic chemistry.
Area of Science:
- Organic Chemistry
- Catalysis
- Polymer Science
Background:
- Alkyne metathesis is a valuable synthetic tool but limited by catalyst availability and sensitivity.
- Existing catalysts often require inert conditions, hindering practical applications.
Purpose of the Study:
- To develop user-friendly and air-stable alkyne metathesis catalysts.
- To broaden the practical scope of alkyne metathesis in synthesis.
Main Methods:
- Synthesis of multidentate tris(2-hydroxyphenyl)methane ligands.
- Preparation and testing of alkyne metathesis catalysts under open-air conditions.
- Evaluation of catalyst activity, substrate scope, and functional group tolerance.
Main Results:
- Developed air-stable alkyne metathesis catalysts with broad substrate scope and high yields (>90%).
- Cyano-substituted catalysts showed high activity at room temperature with excellent functional group tolerance.
- Catalysts dispersed in paraffin wax maintained activity for extended benchtop storage.
Conclusions:
- This work presents highly active, user-friendly alkyne metathesis catalysts operable in open air.
- The developed catalysts overcome limitations of moisture/air sensitivity, enabling wider synthetic applications.
- The findings pave the way for more accessible and robust alkyne metathesis methodologies.
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