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Synfacts 2009(1): 0042-0042  
DOI: 10.1055/s-0028-1087267
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Pd(II)-Catalyzed Hydroarylation of Fullerene

Contributor(s): Timothy M. Swager, Rebecca R. Parkhurst
S. Mori, M. Nambo, L.-C. Chi, J. Bouffard, K. Itami*
Nagoya University and PRESTO, Japan Science and Technology Agency, Nagoya, Japan
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Publikationsverlauf

Publikationsdatum:
18. Dezember 2008 (online)

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Significance

The authors report a bench-stable Pd(II) catalyst for the functionalization of fullerene using arylboronic acids. They found the activity of Pd(II) was increased through the addition of nitrogen-based bidentate ligands and acid. The optimal catalyst (shown above) gave a yield of 61% and selectivity of 95% for the monophenylation product at 60 ˚C. The reaction was successful with a variety of both electron-rich and electron- poor arylboronic acids.