2-[1-(4-Methoxyphenyl)ethenyl]-1-(4-methylphenyl)pyrrole | 1226779-84-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-[1-(4-Methoxyphenyl)ethenyl]-1-(4-methylphenyl)pyrrole
• CAS: 1226779-84-5
• 化学式: C₂₀H₁₉NO
• 分子量: 289.377
• InChiKey: PBYJAIBCUUSQFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  14.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(4-甲基苯基)-1H-吡咯 、 4-乙炔基苯甲醚 在 十二羰基三钌 、 ammonium hexafluorophosphate 作用下， 以 苯 为溶剂， 以80%的产率得到2-[1-(4-Methoxyphenyl)ethenyl]-1-(4-methylphenyl)pyrrole
  参考文献：
  名称：

  Regioselective Formation of α-Vinylpyrroles from the Ruthenium-Catalyzed Coupling Reaction of Pyrroles and Terminal Alkynes Involving C−H Bond Activation

  摘要：

  The cationic ruthenium catalyst Ru-3(CO)(12)/NH4PF6 was found to be highly effective for the intermolecular coupling reaction of pyrroles and terminal alkynes to give gem-selective alpha-vinylpyrroles. The carbon isotope effect on the alpha-pyrrole carbon and the Hammett correlation from a series of para-substituted N-arylpyrroles (rho=-0.90) indicate a rate-limiting C-C bond formation step of the coupling reaction.

  DOI：

  10.1021/jo100269y

文献信息

• Regioselective Formation of α-Vinylpyrroles from the Ruthenium-Catalyzed Coupling Reaction of Pyrroles and Terminal Alkynes Involving C−H Bond Activation
  作者：Ruili Gao、Chae S. Yi

  DOI：10.1021/jo100269y

  日期：2010.5.7

  The cationic ruthenium catalyst Ru-3(CO)(12)/NH4PF6 was found to be highly effective for the intermolecular coupling reaction of pyrroles and terminal alkynes to give gem-selective alpha-vinylpyrroles. The carbon isotope effect on the alpha-pyrrole carbon and the Hammett correlation from a series of para-substituted N-arylpyrroles (rho=-0.90) indicate a rate-limiting C-C bond formation step of the coupling reaction.