A two-step route to a wide range of new derivatives of 1,8-disubstituted bis[1,2,4]triazolo[4,3-b:3,4-f][1,2,4,5]tetrazines starting with the readily available 3,6-dihydrazinyl-1,2,4,5-tetrazine and the corresponding aldehydes has been proposed. The developed method is convenient and transition metal-free. The basic optical, electrochemical and semiconductor properties of the resulting compounds have been studied. The synthesized bis[1,2,4]triazolo[4,3-b:3,4-f][1,2,4,5]tetrazines show weak luminescent properties in MeCN solution with the highest quantum yields within 21-23%; they have an unexpected quasi-reversible electroreduction peak and exhibit ambipolar semiconductor properties with charge carrier mobilities ranging from 10(-4) to 10(-6) cm(2) V-1 s(-1). The DFT and TDDFT calculations have also been performed to explain the observed features.
Original languageEnglish
Pages (from-to)1983-1991
Number of pages9
JournalNew Journal of Chemistry
Issue number5
Publication statusPublished - 2024

    WoS ResearchAreas Categories

  • Chemistry, Multidisciplinary

    ASJC Scopus subject areas

  • Materials Chemistry
  • General Chemistry
  • Catalysis

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