A fluoride-selective PCT chemosensor based on formation of a static pyrene excimer

Org Lett. 2005 Oct 27;7(22):4839-42. doi: 10.1021/ol051609d.

Abstract

[reaction: see text] Calixarene-based fluorescent chemosensor 1 with two fluorogenic pyrene units conjugated to amide groups as guest recognition sites is synthesized. Complexation of F(-) by 1 causes a red shift of its absorption band to 400 nm (Deltalambda = 54 nm) and a blue shift of the excimer emission to 470 nm (Deltalambda = 12 nm) together with enhanced fluorescence intensity. The blue-shifted excimer emission is attributed to a pyrene dimer formed in the ground state, a so-called static excimer.

MeSH terms

  • Calixarenes / chemical synthesis*
  • Calixarenes / chemistry
  • Colorimetry
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry
  • Fluorides / analysis
  • Fluorides / chemistry*
  • Molecular Structure
  • Photochemistry
  • Pyrenes / chemistry*
  • Spectrophotometry

Substances

  • Fluorescent Dyes
  • Pyrenes
  • Calixarenes
  • Fluorides