Web Release Date: October 18,
Facile Functionalization of Gold Nanoparticles via Microwave-Assisted 1,3 Dipolar Cycloaddition
and
School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Georgia 30332, and Department of Chemistry and Molecular Design Institute, New York University, New York, New York 10003
Received June 24, 2007
In Final Form: September 19, 2007
Abstract:
This contribution describes a simple and facile method for the functionalization of thiol-coated gold nanoparticles using microwave-assisted 1,3 dipolar cycloadditions. The developed procedure allows for the attachment of terminal alkynes onto azide-containing gold nanoparticles in nearly quantitative conversions within minutes. The utility of the method has been demonstrated by attaching a library of substituted alkynes onto gold nanoparticles in nearly quantitative yields. In a proof of principle study, we demonstrate the potential use of this methodology in catalysis by attaching palladium catalysts to the azide-containing gold nanoparticles and investigate the resulting materials as supported catalysts in Suzuki couplings. Activities that rival the nonsupported analogues were observed, demonstrating that the nanoparticle support does not interfere with the catalytic activity.
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