A core-substituted naphthalene diimide fluoride sensor

Org Lett. 2009 Dec 3;11(23):5418-21. doi: 10.1021/ol9022722.

Abstract

The synthesis and characterization of a highly fluorescent core-substituted naphthalene diimide sensor (varphi = 0.34) bearing a bis-sulfonamide group is described. The compound shows a unique selectivity and reactivity for the fluoride ion over other anions in CHCl(3) by a two-stage deprotonation process leading to a colorimetric response. In DMSO solution, the sensor is shown to be highly selective for fluoride (K(a) approximately 10(6) M(-1)) over other anions with more pronounced changes in absorption characteristics.

Publication types

  • Research Support, Non-U.S. Gov't
  • Retracted Publication

MeSH terms

  • Anions
  • Colorimetry
  • Crystallography, X-Ray
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry
  • Fluorides / analysis*
  • Molecular Structure
  • Naphthalenes / chemical synthesis*
  • Naphthalenes / chemistry

Substances

  • Anions
  • Fluorescent Dyes
  • Naphthalenes
  • Fluorides