A highly selective colorimetric and ratiometric two-photon fluorescent probe for fluoride ion detection

Org Lett. 2011 Mar 4;13(5):1190-3. doi: 10.1021/ol200072e. Epub 2011 Feb 7.

Abstract

A naphthalimide-based highly selective colorimetric and ratiometric fluorescent probe for the fluoride ion displayed both one- and two-photon ratiometric changes. Upon reaction with the F(-) (TBA(+) and Na(+) salts) anion in CH(3)CN as well as in aqueous buffer solution, probe 1 shows dramatic color changes from colorless to jade-green and remarkable ratiometric fluorescence enhancements signals. These properties are mechanistically ascribed to a fluoride-triggered Si-O bond cleavage that resulted in a green fluorescent 4-amino-1,8-naphthalimide.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 1-Naphthylamine / analogs & derivatives*
  • 1-Naphthylamine / chemical synthesis
  • 1-Naphthylamine / chemistry
  • Colorimetry / methods
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry
  • Fluorides / analysis*
  • Molecular Structure
  • Naphthalimides / chemical synthesis*
  • Naphthalimides / chemistry
  • Quinolones / chemical synthesis*
  • Quinolones / chemistry
  • Spectrometry, Fluorescence / methods

Substances

  • Fluorescent Dyes
  • Naphthalimides
  • Quinolones
  • 4-amino-1,8-naphthalimide
  • 1-Naphthylamine
  • Fluorides