Synthesis of a Strained Spherical Carbon Nanocage by Regioselective Alkyne Cyclotrimerization

DOI DOI Web Site Web Site Web Site ほか6件をすべて表示 一部だけ表示 研究データあり 被引用文献12件 参考文献41件
  • Norihiko Hayase
    Department of Chemical Science and Engineering Tokyo Institute of Technology O-okayama Meguro-ku Tokyo 152-8550 Japan
  • Juntaro Nogami
    Department of Chemical Science and Engineering Tokyo Institute of Technology O-okayama Meguro-ku Tokyo 152-8550 Japan
  • Yu Shibata
    Department of Chemical Science and Engineering Tokyo Institute of Technology O-okayama Meguro-ku Tokyo 152-8550 Japan
  • Ken Tanaka
    Department of Chemical Science and Engineering Tokyo Institute of Technology O-okayama Meguro-ku Tokyo 152-8550 Japan

書誌事項

公開日
2019-06-05
資源種別
journal article
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#am
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/ange.201903422
  • 10.1002/anie.201903422
公開者
Wiley

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説明

<jats:title>Abstract</jats:title><jats:p>The smallest spherical carbon nanocage so far, [2.2.2]carbon nanocage, has been synthesized by the cationic rhodium(I)/H<jats:sub>8</jats:sub>‐binap complex‐catalyzed regioselective intermolecular cyclotrimerization of a <jats:italic>cis</jats:italic>‐1‐ethynyl‐4‐arylcyclohexadiene derivative followed by the triple Suzuki–Miyaura cross‐couplings with 1,3,5‐triborylbenzene and reductive aromatization. This cage molecule is highly strained, and its ring strain is between those of [6] and [5]cycloparaphenylenes. A significant red‐shift of an emission maximum was observed, compared with that of known [4.4.4]carbon nanocage. The sequential cyclotrimerizations of a <jats:italic>cis</jats:italic>‐1,4‐diethynylcyclohexadiene derivative with the same rhodium(I) catalyst followed by reductive aromatization failed to afford [1.1.1]carbon nanocage; instead, a β‐graph‐shaped cage molecule was generated.</jats:p>

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