Locked Energy of Axial to Equatorial Transformation Monitored by Exciplex and Excimer Fluorescence

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2-<I>O</I>-<I>tert</I>-Butyldimethylsilyl-4,6-bispyrenoyl-<I>myo</I>-inositol-1,3,5-orthoformate (<B>1</B>) and 2-<I>O</I>-<I>tert</I>-butyldimethylsilyl-4-[(4-dimethylamino)benzoyl]-6-pyrenoyl-<I>myo</I>-inositol-1,3,5-orthoacetate (<B>2</B>) adopt unstable chair conformations with five substituents axial, in which the aromatic esters participate in π-stacking, and give excimer and exciplex fluorescence, respectively. Upon addition of acid, the orthoformate/orthoacetate lock is cleaved, which allows the inositol ring to switch to the more stable penta-equatorial chair conformation, with loss of exciplex/excimer fluorescence.

収録刊行物

  • Chemistry letters

    Chemistry letters 35(8), 868-869, 2006-08-05

    The Chemical Society of Japan

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各種コード

  • NII論文ID(NAID)
    10018187437
  • 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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