Journal
NATURE COMMUNICATIONS
Volume 12, Issue 1, Pages -Publisher
NATURE RESEARCH
DOI: 10.1038/s41467-021-21364-4
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Funding
- University of Colorado Boulder
- K. C. Wong Education Foundation
- Science Foundation of Shandong Province for Excellent Young Scholars [ZR2017JL015]
- InnovativeResearchProgramsof HigherEducationofShandong Province [2019KJC009]
- Academic Promotion Programme of Shandong First Medical University [2019QL008]
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Alkyne metathesis catalysts typically face limitations due to high moisture/air sensitivity, restricting their broad applicability. The authors present efficient alkyne metathesis catalysts that can operate under open-air conditions with a broad functional group tolerance.
Alkyne metathesis represents a rapidly emerging synthetic method that has shown great potential in small molecule and polymer synthesis. However, its practical use has been impeded by the limited availability of user-friendly catalysts and their generally high moisture/air sensitivity. Herein, we report an alkyne metathesis catalyst system that can operate under open-air conditions with a broad substrate scope and excellent yields. These catalysts are composed of simple multidentate tris(2-hydroxyphenyl)methane ligands, which can be easily prepared in multi-gram scale. The catalyst substituted with electron withdrawing cyano groups exhibits the highest activity at room temperature with excellent functional group tolerance (-OH, -CHO, -NO2, pyridyl). More importantly, the catalyst provides excellent yields (typically >90%) in open air, comparable to those operating under argon. When dispersed in paraffin wax, the active catalyst can be stored on a benchtop under ambient conditions without any decrease in activity for one day (retain 88% after 3 days). This work opens many possibilities for developing highly active user-friendly alkyne metathesis catalysts that can function in open air. Alkyne metathesis catalysts usually suffer from high moisture/air sensitivity, which limit their wide applicability. Here, the authors report efficient alkyne metathesis catalysts that can operate under open-air conditions with a broad functional group tolerance.
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