Department of Chemistry, Lomonosov Moscow State University, 119899 Moscow, Russia.
Molecules. 2020 Jan 23;25(3):480. doi: 10.3390/molecules25030480.
Efficient synthesis of 2,5-diaryl substituted 4-azido-1,2,3-triazoles by the reaction of sodium azide with dichlorosubstituted diazadienes was demonstrated. The optical properties of the prepared azidotriazoles were studied to reveal a luminescence maximum in the 360-420 nm region. To improve the luminescence quantum yields a family of 4-azido-1,2,3-triazoles bearing -propargyloxy substituents in the 5 position was prepared. Subsequent intramolecular thermal cyclization permits to construct additional triazole fragment and obtain unique benzoxazocine derivatives condensed with two triazole rings. This new family of condensed heterocycles has a flattened heterocyclic system structure to provide more conjugation of the 5-aryl fragment with the triazole core. As a result, a new type of UV/"blue light-emitting" materials with better photophysical properties was obtained.
通过叠氮钠与二氯取代的重氮二烯反应，高效合成了 2,5-二芳基取代的 4-叠氮基-1,2,3-三唑。研究了所制备的叠氮三唑的光学性质，发现其发光最大值在 360-420nm 区域。为了提高发光量子产率，制备了一系列在 5 位带有炔丙氧基取代基的 4-叠氮基-1,2,3-三唑。随后的分子内热环化允许构建额外的三唑片段，并获得与两个三唑环缩合的独特苯并噁唑嗪衍生物。这个新的稠合杂环家族具有平面杂环系统结构，可提供更多的 5-芳基片段与三唑核心的共轭。结果，获得了一种具有更好光物理性质的新型 UV/"蓝光发光"材料。
