Department of Chemical Organic Technology and Petrochemistry, The Silesian University of Technology, Krzywoustego 4, PL-44100 Gliwice, Poland.
Institute of General and Ecological Chemistry, Lodz University of Technology, Zeromskiego 116, PL-90924 Lodz, Poland.
Molecules. 2022 Jun 6;27(11):3642. doi: 10.3390/molecules27113642.
New derivatives obtained by the combination of unique 1,2,4,5-tetrazine and 4-1,2,4-triazole rings have great application potential in many fields. Therefore, two synthetic few-step methodologies, which make use of commercially available 4-cyanobenzoic acid (method A) and ethyl diazoacetate (method B), were applied to produce two groups of the aforementioned heterocyclic conjugates. In both cases, the target compounds were obtained in various combinations, by introducing electron-donating or electron-withdrawing substituents into the terminal rings, together with aromatic or aliphatic substituents on the triazole nitrogen atom. Synthesis of such designed systems made it possible to analyze the influence of individual elements of the structure on the reaction course, as well as the absorption and emission properties. The structure of all products was confirmed by conventional spectroscopic methods, and their luminescent properties were also determined.
新型衍生物通过独特的 1,2,4,5-四嗪和 4-1,2,4-三唑环的组合获得,在许多领域具有巨大的应用潜力。因此,应用了两种合成的少步骤方法,即利用商业可得的 4-氰基苯甲酸(方法 A)和重氮乙酸乙酯(方法 B),以产生两组上述杂环共轭物。在这两种情况下,通过在末端环中引入供电子或吸电子取代基,以及在三唑氮原子上引入芳基或脂肪族取代基,以各种组合获得了目标化合物。合成这种设计的系统使得有可能分析结构的各个元素对反应过程的影响,以及吸收和发射特性。所有产物的结构均通过常规光谱方法得到确认,并且还确定了它们的发光性质。