The example of calix[4]pyrrole derivative containing Bodipy unit: fluorometric and colorimetric sensor for F- ion

Spectrochim Acta A Mol Biomol Spectrosc. 2014 Jan 24:118:903-7. doi: 10.1016/j.saa.2013.09.077. Epub 2013 Oct 10.

Abstract

A novel chemosensor based on calix[4]pyrrole derivative modified by Bodipy unit has been synthesized, and its complexes with various anions were investigated. The results show that the receptors can selectively recognize biologically important fluoride ions. The binding affinity for fluoride ions was investigated by naked-eye color change, absorption, emission, proton nuclear magnetic resonance spectroscopy. The addition of fluoride ions to an acetonitrile solution of chemosensor can result in an obvious color change (brownish yellow color to straw yellow). The stoichiometries between the receptor and fluoride were determined from the molar ratio plots using the UV-visible spectra, which showed evident 1:1. The proton nuclear magnetic resonance spectral data supported the fluoride anion recognition with the disappearance of the amino proton peaks.

Keywords: Anion recognition; Bodipy; Calix[4]pyrrole; Chemosensor; Fluoride ion.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boron Compounds / chemistry*
  • Calixarenes / chemistry*
  • Fluorescent Dyes / chemistry*
  • Fluorides / analysis*
  • Porphyrins / chemistry*
  • Spectrometry, Fluorescence

Substances

  • 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
  • Boron Compounds
  • Fluorescent Dyes
  • Porphyrins
  • calix(4)pyrrole
  • Calixarenes
  • Fluorides