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    • Guest-host interactions in the cleavage of phenylphenyl acetates by 𝛽-cyclodextrin in alkaline medium

      V Raj T Chandrakala K Rajasekaran

      Volume 120 Issue 3 May 2008 pp 325-328

    • Fulltext

       

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      Permanent link:
      https://www.ias.ac.in/article/fulltext/jcsc/120/03/0325-0328

    • Keywords

       

      Phenylphenyl acetate; 𝛽-cyclodextrin; hydrophobic interactions; guest-host complexes.

    • Abstract

       

      Kinetics of cleavage of phenylphenyl acetates (PPA) and several para-substituted PPAs in basic aqueous sodium carbonate-bicarbonate buffer containing 𝛽-cyclodextrin (CD) have been studied. The reaction exhibits saturation type kinetics and CD accelerates the rate of cleavage by the formation of 1G : 1H inclusion complex. The kinetic results indicate that aryloxy moiety of PPA is included in the hydrophobic cavity of CD. The overall rate constants for the cleavage of the [CD-ester] complex correlate with the Hammett 𝜎-constants and Hansch hydrophobicity parameters 𝜋. At higher concentrations of CD, there is an additional catalysis due to the formation of weak 1G : 2H complex.

    • Author Affiliations

       

      V Raj1 T Chandrakala1 K Rajasekaran1

      1. Post Graduate Department of Chemistry, VHNSN College, Virudhunagar 626 002

    • Dates

       
      Published
      May 2008
      Manuscript received
      17 May 2007
      Manuscript revised
      30 September 2007

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