Herein, we present design, synthesis and photophysical properties of fluorinated 2-pyridyl and 2-pyrimidinylquinazolines bearing electron donating aminoaryl moiety at the position 4. The described compounds are synthesized in three steps starting from 2-cyanoazine and fluorinated anthranilic acid. The structures of the target compounds are confirmed by NMR spectroscopy, mass spectrometry as well as X-ray diffraction analysis. The photophysical characteristics are investigated in toluene and MeCN. In case of Et2N- and Ph2N-derivatives the quantum yields increase when going from MeCN to toluene and reach 87 %, whereas emission intensity of carbazolyl counterparts reduces with the decrease in solvent polarity. All the compounds exhibit considerable sensitivity to solvent polarity and change their emission color from blue to red–orange. Additionally, the 2,4-disubstituted fluorophores display two-photon absorption in MeCN with δ2PA in the range of 18.9–227.8 GM.
Original languageEnglish
Article number115350
JournalJournal of Photochemistry and Photobiology A: Chemistry
Publication statusPublished - 1 Feb 2024

    ASJC Scopus subject areas

  • General Physics and Astronomy
  • General Chemical Engineering
  • General Chemistry

    WoS ResearchAreas Categories

  • Chemistry, Physical

ID: 49258286