chloro(4-methylbenzoyl)bis{tri-2-furylphosphine}palladium(II) | 136632-08-1

• 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: chloro(4-methylbenzoyl)bis{tri-2-furylphosphine}palladium(II)
• CAS: 136632-08-1
• 化学式: C₃₂H₂₅ClO₇P₂Pd
• 分子量: 725.367
• InChiKey: OJZISIXMSBGBSH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  6.82
• 重原子数：
  43.0
• 可旋转键数：
  10.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  95.91
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  三(2-呋喃基)膦 、 烯丙基三丁基锡 、 palladium diacetate 、 对甲基苯甲酰氯 以 苯 为溶剂， 以50%的产率得到chloro(4-methylbenzoyl)bis{tri-2-furylphosphine}palladium(II)
  参考文献：
  名称：

  Large rate accelerations in the stille reaction with tri-2-furylphosphine and triphenylarsine as palladium ligands: mechanistic and synthetic implications

  摘要：

  The effect of changing the palladium ligands on the rates of typical Stille cross-coupling reactions was studied. Large rate enhancements (typically 10(2)-10(3) over triphenylphosphine-based catalysts) were observed with tri-2-furylphosphine (TFP) and triphenylarsine, which are recommended as the new ligands of choice in the palladium-catalyzed coupling between olefinic stannanes and electrophiles. On the basis of the evidence presented, the transmetalation, which is the rate-determining step in the catalytic cycle, is postulated to involve a pi-complex between the metal and the stannane double bond. In general, ligands that readily dissociate from Pd(II) and allow ready formation of this pi-complex are the ones that produce the fastest coupling rates. The utility of the new ligands is demonstrated with several synthetic examples.

  DOI：

  10.1021/ja00025a025