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Chemoselective Modification of Viral Surfaces via Bioorthogonal Click Chemistry
Published on: August 19, 2012
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'Auto-click' functionalization for diversified copper(I) and gold(I) NHCs.
Houssein Ibrahim1, Clémentine Gibard, Cédric Hesling
1Clermont Université, Université Blaise Pascal, Institut de Chimie de Clermont-Ferrand, BP 10448, F-63000 Clermont-Ferrand, France. federico.cisnetti@univ-bpclermont.fr.
Dalton Transactions (Cambridge, England : 2003)
|April 4, 2014
Summary
Copper(I)-N-heterocyclic carbene complexes undergo an "auto-click" reaction to form functionalized triazole complexes. This efficient method provides access to metal-NHCs with biologically relevant groups under mild conditions.
Area of Science:
- Organometallic Chemistry
- Catalysis
- Synthetic Chemistry
Background:
- N-heterocyclic carbenes (NHCs) are versatile ligands in coordination chemistry.
- Copper(I) complexes with NHCs are important catalysts.
- Click chemistry offers efficient methods for molecule construction.
Purpose of the Study:
- To develop an efficient method for synthesizing functionalized metal-NHC complexes.
- To explore the use of azide-tagged Cu(I)-NHCs in 'auto-click' reactions.
- To enable the introduction of diverse substituents and biorelevant moieties onto metal-NHCs.
Main Methods:
- Reaction of azide-tagged Cu(I)-NHC complexes.
- Utilizing an 'auto-click' process for functionalization.
- Transmetallation of copper complexes to gold(I).
Main Results:
- Formation of 1,2,3-triazole-functionalized Cu(I)-NHC complexes.
- Demonstration of diverse substituents on the triazole ring.
- Successful transmetallation to Au(I) complexes.
- Mild reaction conditions were employed throughout the synthesis.
Conclusions:
- The 'auto-click' strategy provides an efficient route to functionalized metal-NHCs.
- This method allows for the incorporation of biorelevant groups.
- The developed complexes serve as precursors for further synthetic transformations.
