[Pd(η2-4′-chloro-2′,3′,5′,6′-tetrafluorostilbazole)(PEt3)2] | 1435090-96-2

• 英文名称: [Pd(η2-4′-chloro-2′,3′,5′,6′-tetrafluorostilbazole)(PEt3)2]
• 英文别名: [Pd(η²-4′-chloro-2′,3′,5′,6′-tetrafluorostilbazole)(PEt₃)₂]
• CAS: 1435090-96-2
• 化学式: C₂₅H₃₆ClF₄NP₂Pd
• 分子量: 630.382
• InChiKey: VZHDRJTWVOTGGH-YOTINIEPSA-N

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

• 作为反应物：
  描述：

  [Pd(η2-4′-chloro-2′,3′,5′,6′-tetrafluorostilbazole)(PEt3)2] 以 氘代苯 为溶剂， 生成 palladium(2+);4-[(E)-2-(2,3,5,6-tetrafluorobenzene-4-id-1-yl)ethenyl]pyridine;triethylphosphane;chloride
  参考文献：
  名称：

  A Phosphine-Accelerated Ar_F–Chloride Bond Activation Process by Palladium

  摘要：

  We present a mechanistic study demonstrating selective Ar-f-Cl bond activation preceded by eta(2) coordination of Pd(PEt3)(2) to a C=C moiety of a partially fluorinated substrate. An intramolecular ring-walking process to activate the Ar-f-Cl bond is plausible, but an intermolecular reaction becomes dominant in the presence of PEt3. The latter pathway is significantly enhanced, since PEt3 promotes dissociation of Pd(PEt3)(3) from the C=C moiety followed by activation of the Ar-f-Cl bond. Our observations also show that PEt3 can be used to control reaction selectivity. The experimental observations are supported by density functional theory (DFT) calculations (at the SMD(toluene)-DSD-PBEP86/cc-pV(D+d)Z-PP//DF-PBE +d(v2)/SDD(d) level of theory).

  DOI：

  10.1021/om400295p
• 作为产物：
  描述：

  4-chloro-2,3,5,6-tetrafluorobenzaldehyde 以 乙酸酐 、 苯 为溶剂， 反应 60.08h， 生成 [Pd(η2-4′-chloro-2′,3′,5′,6′-tetrafluorostilbazole)(PEt3)2]
  参考文献：
  名称：

  A Phosphine-Accelerated Ar_F–Chloride Bond Activation Process by Palladium

  摘要：

  We present a mechanistic study demonstrating selective Ar-f-Cl bond activation preceded by eta(2) coordination of Pd(PEt3)(2) to a C=C moiety of a partially fluorinated substrate. An intramolecular ring-walking process to activate the Ar-f-Cl bond is plausible, but an intermolecular reaction becomes dominant in the presence of PEt3. The latter pathway is significantly enhanced, since PEt3 promotes dissociation of Pd(PEt3)(3) from the C=C moiety followed by activation of the Ar-f-Cl bond. Our observations also show that PEt3 can be used to control reaction selectivity. The experimental observations are supported by density functional theory (DFT) calculations (at the SMD(toluene)-DSD-PBEP86/cc-pV(D+d)Z-PP//DF-PBE +d(v2)/SDD(d) level of theory).

  DOI：

  10.1021/om400295p