Inclusion Complexation of 4-Biphenylcarboxylate, 4-Biphenylacetate, and 4-Biphenylsulfonate with α-Cyclodextrin, Studied by Pulse Radiolysis

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Abstract

Inclusion complexation of 4-biphenylcarboxylate (BPC<sup>−</sup>), 4-biphenylacetate (BPA<sup>−</sup>), and 4-biphenylsulfonate (BPS<sup>−</sup>) with <i>α</i>-cyclodextrin (<i>α</i>-CD) has been investigated by a pulse radiolysis method. The one-electron reduction of BPC<sup>−</sup> and BPS<sup>−</sup> by the hydrated electron was effectively retarded by the 1 : 2 complexation with <i>α</i>-CD as well as by the 1 : 1 complexation with <i>β</i>-CD investigated in our previous study. The retarding effect of <i>α</i>-CD was observed at much higher host concentrations than that of <i>β</i>-CD. No apparent effect of <i>α</i>-CD was observed on the one-electron reduction of BPA<sup>−</sup>, but the effect of <i>β</i>-CD was similar to those for BPC<sup>−</sup> and BPS<sup>−</sup>. The result indicates that the methylene group of BPA<sup>−</sup> sterically inhibits the formation of the 1 : 2 complex. The rate constant for the one-electron reduction of the 1 : 2 complex of BPC<sup>−</sup> with <i>α</i>-CD was 1.0 × 10<sup>9</sup> dm<sup>3</sup> mol<sup>−1</sup> s<sup>−1</sup>, which is smaller than that of the 1 : 1 complex with <i>β</i>-CD, 2.5 × 10<sup>9</sup> dm<sup>3</sup> mol<sup>−1</sup> s<sup>−1</sup>. It is demonstrated that the biphenylyl group of the 1 : 2 complex with <i>α</i>-CD is screened from the attack of the hydrated electron more effectively than that of the 1 : 1 complex with <i>β</i>-CD.

Journal

  • Bulletin of the Chemical Society of Japan

    Bulletin of the Chemical Society of Japan 69(8), 2163-2166, 1996-08-15

    The Chemical Society of Japan

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Codes

  • NII Article ID (NAID)
    10008906805
  • NII NACSIS-CAT ID (NCID)
    AA00580132
  • Text Lang
    ENG
  • Article Type
    ART
  • ISSN
    00092673
  • NDL Article ID
    4060530
  • NDL Source Classification
    ZP1(科学技術--化学・化学工業)
  • NDL Call No.
    Z53-B35
  • Data Source
    CJP  NDL  J-STAGE 
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