Synthesis, Structure, and Transannular pi-pi Interaction of Three- and Four-Layered [3.3]Paracyclophanes

DOI
  • Shibahara Masahiko
    Faculty of Education and Welfare Science, Oita University
  • Watanabe Motonori
    Institute for Materials Chemistry and Engineering, Kyushu University Graduate School of Sciences, Kyushu University
  • Iwanaga Tetsuo
    Faculty of Science, Okayama University of Science
  • Matsumoto Taisuke
    Institute for Materials Chemistry and Engineering, Kyushu University
  • Ideta Keiko
    Institute for Materials Chemistry and Engineering, Kyushu University
  • Shinmyozu Teruo
    Institute for Materials Chemistry and Engineering, Kyushu University

Bibliographic Information

Other Title
  • 3層および4層[3.3]パラシクロファンの合成，構造および渡環π-π相互作用

Abstract

The synthesis of three- and four-layered [3.3]paracyclophanes ([3.3]PCPs) has been accomplished by utilizing the (p-ethylbenzenesulfonyl)methyl isocyanide (EbsMIC) method. The structure of the three- to four-layered [3.3]PCPs and their diones have been elucidated based on the 1H NMR spectra and finally by X-ray structural analysis. In the electronic spectra, bathochromic shift and hyperchromic effect are observed, but the magnitude decreases with an increase in the number of layers and the spectra become structureless. In the charge-transfer (CT) bands of the three- to four-layered [3.3]PCPs with tetracyanoethylene (TCNE), two absorption maxima are observed. Three- and four-layered [3.3]PCPs show reversible redox processes.

Journal

Keywords

Details 詳細情報について

  • CRID
    1390001205556198016
  • NII Article ID
    130004645338
  • DOI
    10.11494/kisoyuki.2008.0.221.0
  • Text Lang
    ja
  • Data Source
    • JaLC
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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