Facile synthesis, sensor activity and logic behaviour of 4-aryloxy substituted 1,8-naphthalimide

  • Nevena V. Marinova
  • , Nikolai I. Georgiev
  • , Vladimir B. Bojinov*
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

50 Citations (Scopus)

Abstract

A series of 4-phenoxy- and 4-alkoxy-1,8-naphthalimide fluorophores have been synthesized in high yields at room temperature applying novel facile synthesis. One of the compounds was designed as a fluorescent PET sensor according to the "fluorophore-spacer-receptor" model. The ability of this molecule to detect protons and transition metal cations with pronounced selectivity towards Fe3+ was demonstrated. Moreover the 4-phenoxy substituted 1,8-naphthalimides were highly solvent sensitive and able to detect small quantities of water. The potential of the 1,8-naphthalimide sensor to execute INHIBIT logic function at molecular level was also demonstrated.

Original languageEnglish
Pages (from-to)54-61
Number of pages8
JournalJournal of Photochemistry and Photobiology A: Chemistry
Volume254
DOIs
Publication statusPublished - 15 Feb 2013
Externally publishedYes

Keywords

  • 1,8-Naphthalimide
  • Fluorescence
  • Fluorescent sensor
  • Molecular logic
  • Photoinduced electron transfer (PET)

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