trans-[PdCl2(N(PPh3)C(O)CH2Ph)2] | 1035381-99-7

• 英文名称: trans-[PdCl2(N(PPh3)C(O)CH2Ph)2]
• CAS: 1035381-99-7
• 化学式: C₅₂H₄₄Cl₂N₂O₂P₂Pd
• 分子量: 968.207
• InChiKey: NVQRLDRAXILIEP-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
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• 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：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  palladium diacetate 、 N-phenylacetyltriphenylphosphinimine 、 lithium chloride 以 甲醇 为溶剂， 以44.7%的产率得到trans-[PdCl2(N(PPh3)C(O)CH2Ph)2]
  参考文献：
  名称：

  Regioselective Ortho Palladation of Stabilized Iminophosphoranes in Exo Positions: Scope, Limitations, and Mechanistic Insights

  摘要：

  The reactivity of the stabilized iminophosphoranes R3P = NC(O)Ph (R = p-tolyl, m-tolyl), Ph3P = NC(O)CH2Ph, and Ph2P(CH2)(n)PPh2 = NC(O)Ph (n = 1, 2) toward Pd(OAc)(2) has been examined. These substrates undergo palladation at the ortho C(sp(2))-H bond of the benzamide ring, giving exo complexes with complete regioselectivity. The mechanism of this reaction has been studied using DFT calculations and the regioselectivity explained on a kinetic basis, since the activation barrier is lower for the exo pathway than for the endo. The origin of this lower energy for the exo barrier seems to reside mainly on the interaction energy between the metal center and the ligand at the transition state. On the other hand, the palladation of the related keto-stabilized systems Ph3P = NC(O)FG (FG = NC4H8, NC4H8O) gives selectively the endo isomers through C-H bond activation at the Ph ring of the PPh3 unit.

  DOI：

  10.1021/om701174v