π電子系カチオン種の高度安定化法の開拓と電子構造解明への応用 Development of Novel Stabilization Method for Unstable Cationic π-Electron Systems and Its Application to the Investigation of their Electronic Structures

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著者

    • 西長 亨 NISHINAGA Tohru
    • 首都大学東京大学院理工学研究科分子物質化学専攻 Department of Chemistry, Graduate School of Science and Engineering, Tokyo Metropolitan University

抄録

Novel structural modification, i.e., annelation of bicyclo [2.2.2] octene units, for stabilizing unstable cationic π-electron systems has been developed. The rigid alkyl substituent stabilizes the cationic species due to cumulative weak thermodynamic effects and steric protection, and therefore it does not distort the intrinsic electronic structure of the π-systems. By applying this structural modification, the first isolation and X-ray structural analysis of various radical cation and dication salts and the generation and first NMR observation of quite unstable cationic π-conjugated systems were realized. Combined with the results of theoretical calculations, the electronic properties of these cationic species were investigated. These involve aromaticity of cationic π-conjugated systems including sulfur and silicon atom (s), relationship between the molecular orbital and structural changes upon one electron oxidation, and electronic structure in oxidized states of π-conjugated oligomers.

収録刊行物

  • 有機合成化学協会誌 : JOURNAL OF Synthetic Organic Chemistry JAPAN  

    有機合成化学協会誌 : JOURNAL OF Synthetic Organic Chemistry JAPAN 65(1), 21-29, 2007-01-01 

    The Society of Synthetic Organic Chemistry, Japan

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各種コード

  • NII論文ID(NAID)
    10018461698
  • NII書誌ID(NCID)
    AN0024521X
  • 本文言語コード
    JPN
  • 資料種別
    ART
  • ISSN
    00379980
  • NDL 記事登録ID
    8648001
  • NDL 雑誌分類
    ZP11(科学技術--化学・化学工業--有機化学・有機化学工業)
  • NDL 請求記号
    Z17-256
  • データ提供元
    CJP書誌  NDL  J-STAGE 
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