[Pd{C₆H₄CPh=NH}(μ-OAc)]₂ | 1420871-19-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: [Pd{C₆H₄CPh=NH}(μ-OAc)]₂
• CAS: 1420871-19-7；196091-84-6
• 化学式: C₃₀H₂₆N₂O₄Pd₂
• 分子量: 691.387
• InChiKey: PRKLFHSMFFLKAT-UHFFFAOYSA-L

计算性质

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

反应信息

• 作为反应物：
  描述：

  [Pd{C₆H₄CPh=NH}(μ-OAc)]₂ 、 三苯基膦 以 丙酮 为溶剂， 反应 2.0h， 以43%的产率得到
  参考文献：
  名称：

  Cyclopalladated benzophenone imines: Synthesis, cytotoxicity against human breast adenocarcinoma cell lines and DNA interaction

  摘要：

  Treatment of benzophenone imine with the stoichiometric amount of Pd(OAc)(2) in acetic acid at 60 degrees C produced the corresponding acetato-bridged five-membered ortho-cyclopalladated dimer [Pd{C6H4CPh = NH}(mu-OAc)](2) (1), which was isolated in pure form in a 79% yield. Reaction of 1 with an excess of LiCl in acetone gave rise to the corresponding chlorido-bridged cyclopalladated dimer [Pd{C6H4CPh = NH}(mu-Cl)](2) (2) in a 78% yield. Compounds 1-2 reacted with an excess of py-d(5) or the stoichiometric amount of PPh3 to give the mononuclear compounds trans-N,L-[Pd{C6H4CPh = NH}(X)(L)] [3 (X = OAc, L = py-d(5)); 4 (X = Cl, L = py-d(5)); 5 (X = OAc, L = PPh3) and 6 (X = Cl, L = PPh3)]. Compounds 2-3 were prepared in CDCl3/py-d(5) solution and were studied by H-1 NMR, but were not isolated. In contrast, compounds 5-6 were prepared in acetone and were isolated in pure form in 43 and 79% yields, respectively. Compounds 1, 2, 5 and 6 were characterized by elemental analyses, mass spectrometry, IR, NMR and electronic spectroscopy. Compounds 1, 2, 5 and 6 showed high antiproliferative activity against MDA-MB231 and MCF7 human breast cancer cell lines, especially, compounds 5-6. These two latter compounds presented greater antiproliferative activity than cisplatin and produced IC50 values in the range 1-5 mu M. The interaction of compounds 1, 2, 5 and 6 with DNA was also studied by the DNA electrophoretic migration, DNA-ethidium bromide fluorescence quenching and viscometry techniques. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.11.034
• 作为产物：
  描述：

  二苯甲酮亚胺 、 palladium diacetate 在 溶剂黄146 作用下， 反应 24.0h， 以79%的产率得到[Pd{C₆H₄CPh=NH}(μ-OAc)]₂
  参考文献：
  名称：

  Cyclopalladated benzophenone imines: Synthesis, cytotoxicity against human breast adenocarcinoma cell lines and DNA interaction

  摘要：

  Treatment of benzophenone imine with the stoichiometric amount of Pd(OAc)(2) in acetic acid at 60 degrees C produced the corresponding acetato-bridged five-membered ortho-cyclopalladated dimer [Pd{C6H4CPh = NH}(mu-OAc)](2) (1), which was isolated in pure form in a 79% yield. Reaction of 1 with an excess of LiCl in acetone gave rise to the corresponding chlorido-bridged cyclopalladated dimer [Pd{C6H4CPh = NH}(mu-Cl)](2) (2) in a 78% yield. Compounds 1-2 reacted with an excess of py-d(5) or the stoichiometric amount of PPh3 to give the mononuclear compounds trans-N,L-[Pd{C6H4CPh = NH}(X)(L)] [3 (X = OAc, L = py-d(5)); 4 (X = Cl, L = py-d(5)); 5 (X = OAc, L = PPh3) and 6 (X = Cl, L = PPh3)]. Compounds 2-3 were prepared in CDCl3/py-d(5) solution and were studied by H-1 NMR, but were not isolated. In contrast, compounds 5-6 were prepared in acetone and were isolated in pure form in 43 and 79% yields, respectively. Compounds 1, 2, 5 and 6 were characterized by elemental analyses, mass spectrometry, IR, NMR and electronic spectroscopy. Compounds 1, 2, 5 and 6 showed high antiproliferative activity against MDA-MB231 and MCF7 human breast cancer cell lines, especially, compounds 5-6. These two latter compounds presented greater antiproliferative activity than cisplatin and produced IC50 values in the range 1-5 mu M. The interaction of compounds 1, 2, 5 and 6 with DNA was also studied by the DNA electrophoretic migration, DNA-ethidium bromide fluorescence quenching and viscometry techniques. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.11.034