Nitrogen-embedded buckybowl and its assembly with C[60]

• Yokoi, Hiroki

• Hiraoka, Yuya

• Hiroto, Satoru

• Sakamaki, Daisuke

• 関, 修平

• Shinokubo, Hiroshi

抄録

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.

収録刊行物

• Nature Communications

  Nature Communications 6 2015-09-04

  Nature Publishing Group

キーワード

• Chemical sciences
• Organic chemistry

詳細情報

• CRID: 1050001335829998976
• NII論文ID: 120005745626
• ISSN: 20411723
• HANDLE: 2433/210232
• 本文言語コード: en
• 資料種別: journal article
• データソース種別:
  • IRDB
  • CiNii Articles