[Pd(C6H3(CH2)2NH2-2-Cl-5-κ2C,N)(OAc)(PPh3)] | 643734-72-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [Pd(C6H3(CH2)2NH2-2-Cl-5-κ2C,N)(OAc)(PPh3)]
• CAS: 643734-72-9
• 化学式: C₂₈H₂₇ClNO₂PPd
• 分子量: 582.375
• InChiKey: SBQMXOPAFYMHSX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  palladium diacetate 、 4-氯苯乙胺 、 三苯基膦 以 乙腈 为溶剂， 以46%的产率得到[Pd(C6H3(CH2)2NH2-2-Cl-5-κ2C,N)(OAc)(PPh3)]
  参考文献：
  名称：

  Ortho-Metalated Primary Amines. 6.¹ The First Synthesis of Six-Membered Palladacycles from Primary Amines Containing Electron-Withdrawing Substituents:  End of the Limiting Rules of Cope and Friedrich on Cyclopalladation of Benzyl- and Phenethylamines

  摘要：

  When H2N(CH2)(2)C6H4OMe-4 (RNH2) and Pd(OAc)(2) are reacted in a 2:1 molar ratio, the complex [Pd(OAc)(2)(NH2R)(2)] (1) is obtained. Complex 1 reacts with 1 equiv of Pd(OAc)(2) to give the dinuclear complex [Pd(OAc)(mu-OAc)(NH2R)](2) (2). When complex 2 is heated in acetonitrile at 80 degreesC, the ortho-metalated complex [Pd{C6H3(CH2)(2)NH2-2-OMe-5-kappa(2)C,N}(mu-OA)](2) (3a) is obtained. Complex 3a is also prepared by refluxing RNH2 and Pd(OAc)(2) in a 1:1 molar ratio in acetonitrile. Complex 3a reacts with NaBr or LiCl to afford the complexes [Pd{C6H3(CH2)(2)NH2-2-OMe-5-kappa(2)C,N}(mu-X)](2) (X = Cl (3b), Br (3c)). PPh3 splits the acetate or halide bridge in complex 3a or 3b to give [Pd{C6H3(CH2)(2)NH2-2-OMe-5-kappa(2)C,N}X(PPh3)] (X = OAc (4a), Cl (4b)). With other 2-(phenyl)ethylamines or the corresponding chlorhydrates, Pd(OAc)(2), and PPh3 as starting materials (molar ratio 1:1:1), the complexes [Pd{C6H3(CH2)(2)NH2-2-X-5-kappa(2)C,N}Y(PPh3)] (Y = OAc, X = Cl (5), F (6); Y = Cl, X = NO2 (7)) have been isolated and fully characterized. These compounds include the first six-membered palladacycles synthesized from primary phenethylamines with electron-withdrawing substituents on the aryl ring. The crystal structures of 3a and 5 have been determined by X-ray diffraction.

  DOI：

  10.1021/om030480d