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Synfacts 2014; 10(1): 0103
DOI: 10.1055/s-0033-1340382
DOI: 10.1055/s-0033-1340382
Polymer-Supported Synthesis
Sonogashira Coupling with Bimetallic Pd–Au Nanoparticles on Carbon
Rossy C, Majimel J, Fouquet E, Delacôte C, Boujtita M, Labrugère C, Tréguer-Delapierre M, * Felpin F.-X. * Université de Nantes, Université de Bordeaux, Talence and Université de Bordeaux, Pessac, France
Stabilisation of Carbon-Supported Palladium Nanoparticles through the Formation of an Alloy with Gold: Application to the Sonogashira Reaction.
Chem. Eur. J. 2013;
19: 14024-14029
Stabilisation of Carbon-Supported Palladium Nanoparticles through the Formation of an Alloy with Gold: Application to the Sonogashira Reaction.
Chem. Eur. J. 2013;
19: 14024-14029
Further Information
Publication History
Publication Date:
13 December 2013 (online)
Key words
bimetallic palladium gold nanoparticles - carbon - Sonogashira coupling - aryl iodides - alkynes
Significance
Bimetallic palladium–gold nanoparticles on carbon (Pd–Au/C) were prepared by treatment of a mixture of Pd(OAc)2, KAuCl4 and charcoal in methanol with H2 (eq. 1). Pd–Au/C catalyzed the Sonogashira coupling of aryl iodides with terminal alkynes under copper-free conditions to give the corresponding diaryl alkynes in up to 95% yield (18 examples, eq. 2).
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Comment
The Pd–Au/C nanoparticles were characterized by TEM, XRD, STEM-EDX, XPS and CV analyses. Though the catalytic activity of fresh Pd–Au/C was similar to that of fresh Pd/C, Pd–Au/C showed high stability during the recycling experiments (eq. 3). TEM analysis showed that the morphology of the recovered Pd–Au/C was unchanged after the third run.
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