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NNN pincer palladium(II) complexes with N-(2-(1H-pyrazol-1-yl)phenyl)-picolinamide ligands: synthesis, characterization, and application to heck coupling reaction
Transition Metal Chemistry ( IF 1.6 ) Pub Date : 2024-01-28 , DOI: 10.1007/s11243-023-00570-7
Yongli Xu , Tao Wang , Yonghua Li , Shuxiao Li , Yifan Zhang , Jiaming Wang , Fei Li , Heng Jiang

N-(2-(1H-pyrazol-1-yl)phenyl)-picolinamide ligands 3a–c and 5a–f have been easily prepared from commercially available 2-pyridinecarboxylic acid. Reaction of 3a–c and 5a–f with PdCl2 in toluene in the presence of triethylamine gave the nine NNN pincer Pd(II) complexes 6a–i in 15–91% yields. All the new compounds were characterized by 1H, 13C NMR spectra and HRMS. In addition, the molecular structures of complexes 6a and 6i have also been determined by single-crystal X-ray diffraction. The obtained palladium(II) catalysts showed efficient catalytic activity toward the Heck coupling of aryl bromides with styrenes. Under the condition of 5% catalyst loading, the expected various styrenes were obtained in moderate to high yields (up to 99% yield).



中文翻译:

NNN 钳钯 (II) 与 N-(2-(1H-吡唑-1-基)苯基)-吡啶酰胺配体的配合物:合成、表征以及在 hek 偶联反应中的应用

N- (2-(1H-吡唑-1-基)苯基)-吡啶酰胺配体3a-c5a-f可以很容易地从市售的 2-吡啶甲酸制备。在三乙胺存在下,3a-c5a-f与 PdCl 2在甲苯中反应,得到 9 个 NNN 钳形 Pd(II) 配合物6a-i,产率为 15-91%。所有新化合物均通过1 H、13 C NMR 谱和 HRMS 进行了表征。此外,配合物6a6i的分子结构也已通过单晶X射线衍射确定。所得钯(II)催化剂对芳基溴与苯乙烯的Heck偶联表现出有效的催化活性。在催化剂负载量为5%的条件下,以中等到高收率(高达99%的收率)获得了预期的各种苯乙烯。

更新日期:2024-01-28
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