Chemically responsive supramolecular assemblies of pyrene-beta-cyclodextrin dimer

Langmuir. 2010 Mar 2;26(5):3169-73. doi: 10.1021/la903103w.

Abstract

We report supramolecular assemblies of a beta-cyclodextrin dimer linked at both ends of a fluorescent phenylethynylpyrene moiety (Py-beta-CD dimer). The Py-beta-CD dimer formed supramolecular associations in aqueous media due to the pi-pi stacking of the hydrophobic phenylethynylpyrene moiety. From tapping mode atomic force microscopy measurements, the Py-beta-CD dimer formed wire-shaped assemblies in aqueous media. By adding sodium adamantane carboxylate to the supramolecular assemblies, the structural change to J-type assemblies was observed. In contrast, upon addition of the electron-deficient guest, the electron transfer from the electron rich phenylethynylpyrene moiety of the supramolecular assemblies to the electron-deficient guest took place.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Dimerization*
  • Electrochemistry
  • Electrons
  • Fluorescent Dyes / chemistry
  • Models, Molecular
  • Molecular Conformation
  • Pyrenes / chemistry*
  • Spectrometry, Fluorescence
  • Water / chemistry
  • beta-Cyclodextrins / chemistry*

Substances

  • 1-phenylethynylpyrene
  • Fluorescent Dyes
  • Pyrenes
  • beta-Cyclodextrins
  • pyrene-beta-cyclodextrin
  • Water