Producing bioactive skeletons through direct oxidative coupling of C(sp)-H bonds adjacent to heteroatoms with C(sp)-H alkenes bonds has become a topic of growing interest, in which catalysts play an important role. However, designing an effective and stable catalyst for these coupling reactions remains a great challenge. The Cu@ZIF-67 material, in which Cu(II) species were chelated into the 2-methylimidazole moiety of the ZIF-67 framework, was prepared and used as a catalyst in an oxidative coupling reaction between -phenylmaleimide and 4-trimethylaniline. Cu@ZIF-67 was characterized using X-ray powder diffraction (PXRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), and thermal gravimetric analysis (TGA). Gas chromatography (GC), H NMR, and C NMR were employed to determine the yield and chemical structure of the product. The Cu@ZIF-67 material exhibited remarkable catalytic activity by increasing the product yield to 93% under optimal reaction conditions. In addition, various tetrahydroquinoline derivatives were produced using Cu@ZIF-67 as a catalyst. It was found that the high catalytic activity of Cu@ZIF-67 resulted from the synergistic effect of the chelated Cu species and ZIF-67 structure. This work provides a promising catalyst for different organic syntheses.

中文翻译：

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开发铜螯合 ZIF-67 框架以有效催化 N-芳基马来酰亚胺和 N,N-二甲基苯胺之间的氧化偶联

通过与杂原子相邻的C(sp)-H键与C(sp)-H烯烃键直接氧化偶联来产生生物活性骨架已成为人们日益关注的话题，其中催化剂发挥着重要作用。然而，为这些偶联反应设计有效且稳定的催化剂仍然是一个巨大的挑战。制备了 Cu@ZIF-67 材料，其中 Cu(II) 物质被螯合到 ZIF-67 骨架的 2-甲基咪唑部分中，并用作 -苯基马来酰亚胺和 4-三甲基苯胺之间的氧化偶联反应的催化剂。使用 X 射线粉末衍射 (PXRD)、扫描电子显微镜 (SEM)、透射电子显微镜 (TEM) 和热重分析 (TGA) 对 Cu@ZIF-67 进行表征。采用气相色谱(GC)、核磁共振氢谱(H NMR)和核磁共振碳谱(13C NMR)确定产物的产率和化学结构。 Cu@ZIF-67材料表现出显着的催化活性，在最佳反应条件下将产物收率提高至93%。此外，使用Cu@ZIF-67作为催化剂制备了各种四氢喹啉衍生物。研究发现Cu@ZIF-67的高催化活性是螯合Cu物种和ZIF-67结构的协同作用的结果。这项工作为不同的有机合成提供了一种有前途的催化剂。