A cation-specific, light-controlled transient chromoionophore based on a benzothiazolium styryl azacrown ether dye

I K Lednev, R E Hester, John N. Moore

Research output: Contribution to journalArticlepeer-review

Abstract

A benzothiazolium styryl azacrown ether dye (1) and its complexation with Ba2+ and Na+ cations in acetonitrile solution have been studied by UV-vis absorption and emission spectroscopy, trans-1 is found to act as a normal chromoionophore for Ba2+ and Na+ at high concentration (greater than or equal to 10(-2) M) by complexation with the azacrown and as a light-controlled, transient chromoionophore specific for Ba2+ at low concentration (10(-5)-10(-3) M). A quantitative analysis of the complexation and thermal reactions following photolysis has enabled a detailed mechanism to be proposed: trans-1 photoisomerization produces cis-1, which is stabilized in the presence of Ba2+ by dual intramolecular complexation of the cation with both azacrown and sulfonate groups.

Original languageEnglish
Pages (from-to)3456-3461
Number of pages6
JournalJournal of the American Chemical Society
Volume119
Issue number15
Publication statusPublished - 16 Apr 1997

Keywords

  • RESPONSIVE FLUORESCENT COMPOUNDS
  • LANGMUIR-BLODGETT-FILMS
  • PHOTOPHYSICAL PROPERTIES
  • CROWNED SPIROBENZOPYRAN
  • MACROCYCLE INTERACTION
  • COMPLEX-FORMATION
  • METAL-CATIONS
  • KINETIC DATA
  • BINDING
  • PHOTOISOMERIZATION

Cite this