Strongly fluorescent, switchable perylene bis(diimide) host-guest complexes with cucurbit[8]uril in water

Angew Chem Int Ed Engl. 2012 Jul 27;51(31):7739-43. doi: 10.1002/anie.201202385. Epub 2012 Jun 22.

Abstract

Supramolecular complexation of perylene bis(diimide) (PDI) dyes with the macrocyclic host cucurbit[8]uril (CB[8]) prevents self-aggregation of the dye molecules and enables their use as highly (photo)chemically stable, strongly-emitting fluorophores in water. The complexes are stimuli-responsive to binders and can be electrochemically cycled, leading to reversible on-off fluorescence switching and access to noncovalent formation of higher-order architectures in water.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Bridged-Ring Compounds / chemistry*
  • Cattle
  • Fluorescence*
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Imidazoles / chemistry*
  • Imides / chemistry*
  • Models, Molecular
  • Molecular Structure
  • Perylene / analogs & derivatives*
  • Perylene / chemistry
  • Serum Albumin, Bovine / chemistry
  • Water / chemistry*

Substances

  • Bridged-Ring Compounds
  • Fluorescent Dyes
  • Imidazoles
  • Imides
  • cucurbit(8)uril
  • Water
  • Serum Albumin, Bovine
  • Perylene