Quantum chemical studies on excited state intermolecular proton transfer of oxazine dyes

A. Grofcsik, M. Kubinyi, A. Ruzsinszky, T. Veszprémi, W. J. Jones

Research output: Contribution to journalArticle

28 Citations (Scopus)


The excited state lifetimes of oxazine dyes nile blue and oxazine 720 show a significant solvent dependence. As an aid to the interpretation of the decay in acidic environments the ground electronic states and the first singlet excited states of oxazine monocations and dications have been studied by methods of quantum chemistry. Ab̊ initio calculations carried out on the lower members on this series show a significant increase of the electron densities of the ring nitrogen on excitation. The calculated electron energies also suggest that the second proton attaches to the ring nitrogen in the excited states, in contrast to the ground states where (in the case of oxazine 720) the second proton attaches to the terminal nitrogen. A kinetic scheme is proposed for the decay process in which in acidic environments the main deactivation path is the reaction of excited state monocations with protons, followed by internal conversion and subsequent deprotonation of the ground state dications.

Original languageEnglish
Pages (from-to)15-19
Number of pages5
JournalJournal of Molecular Structure
Issue number1-3
Publication statusPublished - Nov 28 2000



  • Intermolecular relaxation
  • Oxazine dyes
  • Quantum chemical calculations

ASJC Scopus subject areas

  • Analytical Chemistry
  • Spectroscopy
  • Organic Chemistry
  • Inorganic Chemistry

Cite this