2,7-Disubstituted 1,3,6,8-tetraazabenzopyrenes: Synthesis, characterization, optical and electrochemical properties

Denis S. Baranov, Olga L. Krivenko, Danil A. Nevostruev, Evgeni M. Glebov, Mikhail N. Uvarov, Maxim S. Kazantsev, Evgeny A. Mostovich, Leonid V. Kulik

Результат исследования: Научные публикации в периодических изданияхстатьярецензирование

2 Цитирования (Scopus)


The syntheses of 2,7-diamino-1,3,6,8-tetraazabenzopyrene framework was achieved through CuI-catalyzed double annulation of 1,4-diiodoanthraquinone with guanidine. In addition, the preparation of series of 2,7-disubstituted 1,3,6,8-tetraazabenzopyrenes functionalized by NR 2 , C[dbnd]O, Cl, alkoxy and phenoxy groups with good yields was achieved through the simple transformations such as diazotization, alkylation and nucleophilic aromatic substitution. The properties of 1,3,6,8-tetraazabenzopyrenes synthesized were studied by DFT-calculations, optical and photoluminescence spectroscopy, cyclic voltammetry and light-induced EPR spectroscopy. The luminescence of amino derivatives is quenched in acidic solutions depending on the degree of protonation.

Язык оригиналаанглийский
Страницы (с-по)219-227
Число страниц9
ЖурналDyes and Pigments
СостояниеОпубликовано - 1 сен 2019


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