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Synfacts 2010(5): 0535-0535
DOI: 10.1055/s-0029-1219680
DOI: 10.1055/s-0029-1219680
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag
Stuttgart ˙ New York
Radical Corannulene
A. Ueda, S. Nishida, K. Fukui, T. Ise, D. Shiomi, K. Sato, T. Takui, K. Nakasuji, Y. Morita*
Osaka University and Osaka City University, Japan
Further Information
Publication History
Publication Date:
22 April 2010 (online)
Significance
Neutral diradical molecules are known to be useful probes for studying intramolecular magnetic interactions in organic molecules. Here the authors describe a corannulene-based diradical 1 bearing two phenoxyl radical moieties. The air-stable crystalline material was investigated using X-ray crystallography and ESR spectroscopy revealing extensive spin delocalization onto the corannulene moiety (e.g. 3). The authors suggest that the above system is a useful intermediate between previously reported planar π-conjugated structures and neutral C60 in the triplet state.