In this investigation, we synthesized novel Cu-porphyrazines annulated with diazepines moiteis, the diazepines rings were obtained via 1,4-cycloaddition reactions of chalcone derivatives 1a-d with 2,3-diaminomaleonitrile utilized ultrasonic energy as green source energy to afford the corresponding diazepine derivatives 4a-d. The formed diazepine was characterized by using data from proton and carbon NMR, fourier-transform infrared spectra and Mass spectrum. Furthermore, in one pot system, the diazepine compounds reacted with copper sulfate in the presence of DBU to give Cu-porphyrazines annulated with diazepines moieties. The prepared Cu-porphyrazine rings 5a-d were characterized using solid state NMR, analysed HSQC, FT-IR, and thermal gravimetrical analysis. The Cu-Porphyrazines and diazepine compounds underwent electrochemical behavior such as cyclic voltammetry and impedance spectroscopy to ensure presence of Cu atom in the core of cyclic diazepines rings and approved the oxidation and reduction of these Porphyrazines on the surface and ability of their reactivity. The electrical conductivity of new Cu-porphyrazines were measured. The obtained diazepines and Cu-porphyrazines were investigated through DFT/B3PW91/LANDZ2 basis set and the stability of these compounds was confirmed.

Graphic Abstract

中文翻译：

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用电化学、电导活性和计算研究通过环状二氮杂环合成铜卟啉

在这项研究中，我们合成了新型的与二氮杂环化的铜四氮杂环，二氮杂环是通过查耳酮衍生物1a-d与 2,3-二氨基马来腈的 1,4-环加成反应获得的，利用超声波能量作为绿色源能量，提供相应的二氮杂衍生物4a-d。通过使用来自质子和碳核磁共振、傅立叶变换红外光谱和质谱的数据来表征形成的二氮杂卓。此外，在一锅系统中，二氮杂化合物在 DBU 存在下与硫酸铜反应，得到与二氮杂部分环化的 Cu-四氮杂卟啉。制备的铜四氮杂环5a-d使用固态 NMR、分析 HSQC、FT-IR 和热重分析进行表征。Cu-卟啉和二氮杂化合物经过电化学行为，如循环伏安法和阻抗谱，以确保在环状二氮杂环的核心中存在铜原子，并批准这些四氮杂卟啉在表面的氧化和还原及其反应能力。测量了新的铜四氮杂卟啉的电导率。通过 DFT/B3PW91/LANDZ2 基组研究获得的二氮杂和 Cu-四氮杂卟啉，并确认了这些化合物的稳定性。

图形摘要