Synthesis of a β-cyclodextrin derivate and its molecular recognition behavior on modified glassy carbon electrode by diazotization

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Abstract

A novel β-cyclodextrin (β-CD) derivative containing mono-phenylamino (MPA-β-CD) was newly synthesized by classical Mitsunobu reaction in good yield, and its structure has been confirmed by 1H NMR, 13C NMR and electrospray ionization mass spectra. The compound MPA-β-CD was immobilized onto glassy carbon electrode (GCE) by diazotization, and with this modified electrode the binding behavior of MPA-β-CD for ferrocene (Fc) was investigated qualitatively, and the comparison of differential pulse voltammetry before and after immersion in ferrocene solution indicated that the MPA-β-CD immobilized GCE exhibited the molecular recognition behavior between β-CD and ferrocene.

Original languageEnglish
Pages (from-to)7815-7820
Number of pages6
JournalTetrahedron
Volume66
Issue number39
DOIs
StatePublished - 25 Sep 2010

Keywords

  • Cyclodextrins
  • Diazotization
  • Ferrocene
  • Mitsunobu reaction
  • Molecular recognition

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