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Nitrogen-embedded buckybowl and its assembly with C60
Open accessAbstract
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 C 60 in solution and solid states. High charge mobility is observed for the azabuckybowl/C 60 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.
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Metadata
- Authors
- Yokoi, H., Hiraoka, Y., Hiroto, S., Sakamaki, D., Seki, S., & Shinokubo, H.
- Venue
- Nature Communications
- Published
- 2015-09-04
- Volume
- 6
- Issue
- 1
- Pages
- 8215-8215
- ISSN
- 2041-1723 (ISSN-L)
- OpenAlex
- W1426642994
- Cited by
- 279
- References
- 20
- FWCI
- 9.89
- Type
- journal article
- Language
- en
- Open access
- gold
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