Synthesis of 1,6′-Bi- and 1,6′:3,6′′-Terazulenes from 1-Pyridyl- and 1,3-Di(pyridyl)azulenes by the Ziegler–Hafner Method

  • Taku Shoji
    Department of Chemistry, Faculty of Science, Shinshu University
  • Atsuyo Yamamoto
    Department of Chemistry, Faculty of Science, Shinshu University
  • Erika Shimomura
    Department of Chemistry, Faculty of Science, Shinshu University
  • Mitsuhisa Maruyama
    Department of Chemistry, Faculty of Science, Shinshu University
  • Shunji Ito
    Graduate School of Science and Technology, Hirosaki University
  • Tetsuo Okujima
    Department of Chemistry and Biology, Graduate School of Science and Engineering, Ehime University
  • Kozo Toyota
    Department of Chemistry, Graduate School of Science, Tohoku University
  • Noboru Morita
    Department of Chemistry, Graduate School of Science, Tohoku University

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<jats:title>Abstract</jats:title> <jats:p>The synthesis of 1,6′-biazulenes 3a and 3b and 1,6′:3,6′′-terazulenes 7a and 7b was established by one-pot reactions via the Zincke-type ring-opening of the corresponding pyridinium salts with diethylamine, followed by the reaction with cyclopentadiene in the presence of sodium methoxide. The intramolecular charge-transfer characters between azulene rings were investigated by UV–vis spectroscopy and theoretical calculations.</jats:p>

収録刊行物

  • Chemistry Letters

    Chemistry Letters 42 (6), 638-640, 2013-05-18

    Oxford University Press (OUP)

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