Cover Picture: Synthesis, Structure, and Properties of Novel Open-Cage Fullerenes Having Heteroatom(s) on the Rim of the Orifice (Chem. Eur. J. 7/2003)
✍ Scribed by Yasujiro Murata; Michihisa Murata; Koichi Komatsu
- Publisher
- John Wiley and Sons
- Year
- 2003
- Tongue
- English
- Weight
- 43 KB
- Volume
- 9
- Category
- Article
- ISSN
- 0947-6539
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✦ Synopsis
Abstract
The cover picture shows a newly developed synthetic route to an open‐cage fullerene derivative with a 13‐membered ring orifice and its X‐ray crystallographic structure. The open‐cage fullerene is a key compound for the organic synthesis of endohedral fullerene complexes. Heating a solution of C~60~ with 3‐(2‐pyridyl)‐5,6‐diphenyl‐1,2,4‐triazine afforded an open‐cage derivative of C~60~ with an eight‐membered ring orifice, in 85% yield. The orifice was enlarged to a 12‐membered ring by photo‐oxidative cleavage of a double bond at the rim, and further to a 13‐membered ring by insertion of a sulfur atom into the rim by heating with elemental sulfur in the presence of tetrakis(dimethylamino)ethylene (TDAE). An overall yield of the final product based on C~60~ was 40%. X‐ray crystallography indicated that the final product has a circlular‐shaped orifice, which would probably be the biggest hole opened on the fullerene cage so far. A detailed description of this study is reported by K. Komatsu et al. on p. 1600 ff.