Synfacts 2010(5): 0535-0535  
DOI: 10.1055/s-0029-1219680
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Radical Corannulene

Contributor(s): Timothy M. Swager, D. Barney Walker
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.