Abstract The newly designed tridentate ligand, 2-((2-aminophenyl)diazenyl)- N -benzylaniline, 1 has been synthesized by the reaction between 2,2′-diaminoazobenzene and benzyl chloride in presence of K 2 CO 3 . This ligand was reacted with Na 2 [PdCl 4 ] in methanol to give the new Pd(II) complex 2 . Both the ligand and complex were characterized by usual spectroscopic techniques. Furthermore, the solid-state structure of complex 2 was determined using single crystal X-ray diffraction analysis. It revealed that the ligand binds with Pd(II) in dianionic tridentate ( N , N , N ) fashion offering distorted square planar geometry where fourth position is occupied by one phosphine ligand. The performance of the Pd(II) phosphine complex as catalyst was evaluated in the homogenous Suzuki and Heck reactions under mild conditions in presence of air and moisture. The Pd(II) complex showed good catalytic activities for the coupling of several aryl halides (iodides and bromides) with phenyl boronic acid and styrene providing excellent yields. After catalytic reactions, the catalyst has been recovered by simple chromatographic separation and reused for next reaction and its activity checked up to three cycles without sufficient loss. Graphic abstract The newly designed tridentate ligand, 2-((2-aminophenyl)diazenyl)- N -benzylaniline and its corresponding palladium(II) complex were synthesized and structurally characterized. The neutral palladium(II) amido complex with phosphine as ancillary ligand was formed through two amino proton elimination from ligand precursor. The newly synthesized Palladium(II) complex acts as potential catalyst toward C–C bond formation for a variety of substrate under mild conditions in presence of air and moisture.

中文翻译：

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酰氨基偶氮钯(II)配合物的合成、表征、晶体结构及催化活性

摘要 通过2,2'-二氨基偶氮苯与苄基氯在K 2 CO 3 存在下反应合成了新设计的三齿配体2-((2-氨基苯基)二氮烯基)-N-苄基苯胺1。该配体在甲醇中与 Na 2 [PdCl 4 ] 反应，得到新的 Pd(II) 配合物 2 。配体和配合物均通过常用光谱技术表征。此外，使用单晶 X 射线衍射分析确定了配合物 2 的固态结构。结果表明，配体以双阴离子三齿 (N, N, N) 方式与 Pd(II) 结合，提供扭曲的方形平面几何形状，其中第四个位置被一个膦配体占据。Pd(II) 膦配合物作为催化剂的性能在温和条件下，在空气和水分存在下，在均相 Suzuki 和 Heck 反应中进行评估。Pd(II) 配合物对几种芳基卤化物（碘化物和溴化物）与苯基硼酸和苯乙烯的偶联表现出良好的催化活性，产率极好。催化反应后，催化剂通过简单的色谱分离被回收并重新用于下一步反应，其活性检查最多三个循环，没有足够的损失。图形摘要 合成并表征了新设计的三齿配体 2-((2-aminophenyl)diazenyl)-N-benzylaniline 及其相应的钯 (II) 配合物。通过从配体前体中消除两个氨基质子，形成具有膦作为辅助配体的中性钯(II)酰胺络合物。新合成的钯 (II) 配合物在温和条件下，在空气和水分存在的条件下，作为各种基材形成 C-C 键的潜在催化剂。