A series of α-cycloamine substituted 2,2’-bipyridines 3ae’-3ce’ was obtained via the one-pot approach based on ipso-substitution of a cyano-group in 1,2,4-triazines, followed by aza-Diels–Alder reaction in good yields. Photophysical properties, including fluorosolvatochromism, were studied for 3ae’-3ce’ and were compared with α-unsubstituted 2,2’-bipyridines. In addition, dipole moments differences in ground and excited states were calculated by both Lippert-Mataga equation and DFT studies and were compared to each other. The correlation between the size of cycloamine unit and the dipole moments differences value (based on Lippert-Mataga equation) was observed. In addition charge transfer indices (DCT, Λ, H and t) were calculated to demonstrate influence of molecular structure on the intramolecular charge transfer degree.
Original languageEnglish
Pages (from-to)579-586
Number of pages8
JournalJournal of Fluorescence
Issue number2
Publication statusPublished - 1 Mar 2024

    ASJC Scopus subject areas

  • Spectroscopy
  • Biochemistry
  • Clinical Biochemistry

    WoS ResearchAreas Categories

  • Biochemical Research Methods
  • Chemistry, Analytical
  • Chemistry, Physical

ID: 53846168