Affordable Access

Access to the full text

Spectral-Fluorescence Properties of Zn(II)-Octaphenyltetraazaporphyrins

Authors
  • Dmitrieva, Olga A.1
  • Chizhova, Natalya V.1
  • Rusanov, Alexey I.2
  • Koifman, Mikhail O.2
  • Mamardashvili, Nugzar Z.1
  • 1 G. A. Krestov Institute of Solution Chemistry of the Russian Academy of Sciences, Akademicheskaya Str. 1, Ivanovo, 153045, Russian Federation , Ivanovo (Russia)
  • 2 Ivanovo State University of Chemistry and Technology, Sheremetevskiy Av. 7, Ivanovo, 153000, Russian Federation , Ivanovo (Russia)
Type
Published Article
Journal
Journal of Fluorescence
Publisher
Springer-Verlag
Publication Date
Apr 23, 2020
Volume
30
Issue
3
Pages
657–664
Identifiers
DOI: 10.1007/s10895-020-02530-1
Source
Springer Nature
Keywords
License
Yellow

Abstract

Zn(II)-octa-(4-chlorophenyl)- and Zn(II)-octa-(4-bromophenyl)tetraazaporphyrins were synthesized by the reaction of cyclotetramerization of di-(4-chlorophenyl)- and di-(4-bromophenyl)maleonitriles with zinc(II) chloride. The obtained compounds were identified by UV-vis, IR, NMR 1H spectroscopy and mass spectrometry. Geometry optimization of the series of halogenated Zn(II)-octaaryltetraazaporphyrins was performed using the density functional method with the BP86 functional and the def2-TZVP basis set. An analysis of the distribution of molecular orbital energies in the neighborhood of highest occupied molecular orbitals (HOMO and HOMO-1) and lowest unoccupied molecular orbitals (LUMO and LUMO+1) and the width of the HOMO – LUMO energy gaps (EH-L) was performed for the studied compounds. Fluorimetric measurements of the Zn(II)-octaphenyltetraazaporphyrins in toluene were carried out and fluorescence quantum yields of studied compounds were determined and analyzed. It has been shown that the halogen on the para-position of the phenyl groups significantly affects the value of the obtained quantum yields of fluorescence emission but does not significantly affect the Stokes shifts.

Report this publication

Statistics

Seen <100 times