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Updated: May 7, 2026
09:37
Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
Increasing the structural span of alkyne metathesis
Peter Persich1, Josep Llaveria, Rudy Lhermet
1Max-Planck-Institut für Kohlenforschung, 45470 Mülheim/Ruhr (Germany), Fax: (+49) 208 306 2994.
Chemistry (Weinheim an Der Bergstrasse, Germany)
|September 17, 2013
Summary
New catalysts enable broader alkyne metathesis reactions, accepting challenging substrates and enabling diverse post-metathetic transformations for complex molecule synthesis.
Area of Science:
- Organic Chemistry
- Catalysis
- Synthetic Methodology
Background:
- Alkyne metathesis is a powerful carbon-carbon bond-forming reaction.
- Traditional catalysts have limitations in substrate scope and functional group tolerance.
- Expanding the utility of alkyne metathesis is crucial for complex molecule synthesis.
Purpose of the Study:
- To introduce a new generation of highly active and functional group-tolerant alkyne metathesis catalysts.
- To demonstrate the expanded substrate scope of these novel catalysts.
- To showcase diverse post-metathetic transformations enabled by these catalysts.
Main Methods:
- Development and application of novel alkyne metathesis catalysts.
- Utilizing a range of challenging alkyne substrates, including propargyl alcohol derivatives and electron-rich/deficient acetylenes.
- Employing various post-metathetic transformations, such as ring-closing alkyne metathesis (RCAM), Conia-ene reactions, cyclizations, and rearrangements.
Main Results:
- The new catalysts exhibit high activity and broad functional group tolerance.
- Previously unreactive substrates, including terminal alkynes, are now amenable to alkyne metathesis.
- Successful synthesis of complex structures, including annulated phenols, furans, and macrolides, through tandem reactions.
Conclusions:
- The developed alkyne metathesis catalysts significantly broaden the reaction's scope and applicability.
- These catalysts facilitate efficient access to complex molecular architectures via novel synthetic pathways.
- The methodology provides key strategies for the total synthesis of biologically active natural products.
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