Research Abstract


Nitrogen-embedded buckybowl and its assembly with C60

2015年9月4日 Nature Communications 6 : 8215 doi: 10.1038/ncomms9215


Hiroki Yokoi, Yuya Hiraoka, Satoru Hiroto, Daisuke Sakamaki, Shu Seki & Hiroshi Shinokubo

Corresponding Authors

忍久保 洋
廣戸 聡
名古屋大学大学院 工学研究科 化学・生物工学専攻 応用化学分野

Curved π-conjugated molecules have attracted considerable interest because of the unique properties originating from their curved π surface. However, the synthesis of such distorted molecules requires harsh conditions, which hamper easy access to heteroatom-containing curved π systems. Here we report the synthesis of a π-extended azacorannulene with nitrogen in its centre. The oxidation of 9-aminophenanthrene provides tetrabenzocarbazole, which is converted to the azabuckybowl through palladium-catalysed intramolecular coupling. The electron-donating nature and curved π surface of the azabuckybowl enable its tight association with C60 in solution and solid states. High charge mobility is observed for the azabuckybowl/C60 assembly. This compound may be of interest in the fields of curved π systems as fullerene hosts, anisotropic π donors and precursors to nitrogen-containing nanocarbon materials.