A Forgotten Olefin : A Convenient One-pot Cascade Reaction Involving Suzuki-Miyaura and Mizoroki-Heck Couplings to Form (E)-1,2-Di(pyren-1-yl)ethylene

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著者

    • YAMASHITA Ken-ichi
    • Department of Chemistry, Graduate School of Science and Engineering, Tokyo Metropolitan University
    • KIMURA Keisuke
    • Department of Chemistry, Graduate School of Science and Engineering, Tokyo Metropolitan University
    • TAZAWA Shin
    • Department of Chemistry, Graduate School of Science and Engineering, Tokyo Metropolitan University
    • ASANO Motoko S.
    • Department of Chemistry, Graduate School of Science and Engineering, Tokyo Metropolitan University
    • SUGIURA Ken-ichi
    • Department of Chemistry, Graduate School of Science and Engineering, Tokyo Metropolitan University

抄録

The addition of 0.5 equiv of vinylboronic acid pinacol ester <b>I</b> to 1-bromopyrene derivative <b>3</b> in the presence of [Pd(PPh<sub>3</sub>)<sub>4</sub>] and K<sub>2</sub>CO<sub>3</sub> induced a cascade reaction involving Suzuki–Miyaura and Mizoroki–Heck couplings and afforded (<i>E</i>)-1,2-di(pyren-1-yl)ethylene derivative <b>1b</b>. An alternative synthesis of <b>1b</b> was carried out by an olefin metathesis. Formed <b>1b</b> showed absorption bands in the visible region and a low oxidation potential attributable to a narrow HOMO–LUMO gap.

収録刊行物

  • Chemistry letters

    Chemistry letters 40(12), 1459-1461, 2011-12-05

    公益社団法人 日本化学会

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各種コード

  • NII論文ID(NAID)
    10030221931
  • NII書誌ID(NCID)
    AA00603318
  • 本文言語コード
    ENG
  • 資料種別
    SHO
  • ISSN
    03667022
  • データ提供元
    CJP書誌  J-STAGE 
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