Synthesis and Characterization of 6,13‐Diamino‐Substituted Pentacenes

  • Akihiro Ito
    Department of Molecular Engineering Graduate School of Engineering Kyoto University Nishikyo-ku Kyoto 615-8510 Japan
  • Masashi Uebe
    Department of Molecular Engineering Graduate School of Engineering Kyoto University Nishikyo-ku Kyoto 615-8510 Japan
  • Kazuki Takahashi
    Department of Molecular Engineering Graduate School of Engineering Kyoto University Nishikyo-ku Kyoto 615-8510 Japan
  • Hiroshi Ishikawa
    Department of Molecular Engineering Graduate School of Engineering Kyoto University Nishikyo-ku Kyoto 615-8510 Japan
  • Daisuke Sakamaki
    Department of Molecular Engineering Graduate School of Engineering Kyoto University Nishikyo-ku Kyoto 615-8510 Japan
  • Hiroyasu Sato
    X-ray Research Laboratory Rigaku Corporation Matsubara-cho 3-9-12 Akishima Tokyo 196-8666 Japan
  • Takashi Matsumoto
    X-ray Research Laboratory Rigaku Corporation Matsubara-cho 3-9-12 Akishima Tokyo 196-8666 Japan
  • Kazuyoshi Tanaka
    Department of Molecular Engineering Graduate School of Engineering Kyoto University Nishikyo-ku Kyoto 615-8510 Japan

書誌事項

公開日
2016-01-08
資源種別
journal article
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/chem.201503996
  • 10.1002/chin.201614088
公開者
Wiley

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説明

<jats:title>Abstract</jats:title><jats:p>A series of 6,13‐diamino‐substituted pentacenes <jats:bold>1 a</jats:bold>–<jats:bold>d</jats:bold> has been prepared and characterized as a new class of pentacene derivatives with strong donor ability and enhanced solubility in common organic solvents. The spectroelectrochemical and DFT studies revealed that the two‐electron oxidation process was accompanied by the substantial structural change into a butterfly‐like conformation of the pentacene moiety. More importantly, the extent of deformation from the planar pentacene moiety in the dications of 6,13‐diaminopentacene is tunable by varying the N‐substituents.</jats:p>

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