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DOI: 10.1055/s-0029-1219741
Graphene-Coated Cobalt Nanoparticles-Supported Palladium Catalyst
Contributor(s):Yasuhiro Uozumi, Noboru KobayashiUniversität Regensburg, Germany and ETH Zürich, Switzerland
A Recyclable Nanoparticles-Supported Palladium Catalyst for the Hydroxycarbonylation of Aryl Halides in Water
Angew. Chem. Int. Ed. 2010, 49: 1867-1870
Publication History
Publication Date:
22 April 2010 (online)
Key words
NHC-Pd complex - cobalt nanoparticles - π-π-stacking interactions - catch-release system - hydroxycarbonylation
Significance
The palladium complex 1 was immobilized on the graphene-coated cobalt nanoparticles via π-π-stacking interaction between pyrene units and the graphene layer. In boiling water, immobilized palladium complex 2 was dissociated to the palladium complex 1 and catalyzed the hydroxycarbonylation of aryl halides to give the corresponding carboxylic acids in up to 95% yield (6 examples). After the reaction, palladium complex 1 was recaptured on graphene layer at room temperature and recovered as palladium complex 2 by magnetic decantation and reused 15 times without significant loss of its catalytic activity.
Comment
The palladium complex 2 was characterized by IR, TEM, and EELS analyses. The catalyst was almost quantitatively recovered after each run and 0.7 ppm of palladium leaching into the products phase was observed by ICP-AES analysis in a representative run.