(1,1-dimethylallyl)(3-methoxyphenyl)amine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (1,1-dimethylallyl)(3-methoxyphenyl)amine
• 英文别名: 3-methoxy-N-(2-methylbut-3-en-2-yl)aniline
• 化学式: C₁₂H₁₇NO
• 分子量: 191.273
• InChiKey: BARRWGLRTDGERQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-甲基-1,2-丁二烯 、 间氨基苯甲醚 在 C₂₀H₃₇NPPd⁽¹⁺⁾*CF₃O₃S^(1-) 作用下， 以 氘代苯 为溶剂， 以72%的产率得到(1,1-dimethylallyl)(3-methoxyphenyl)amine
  参考文献：
  名称：

  Investigation of Steric and Electronic Features of 3-Iminophosphine-Based Palladium Catalysts for Intermolecular Hydroamination

  摘要：

  A series of (3-iminophosphine)allylpalladium triflate complexes with systematic variation of both steric and electronic features was isolated and characterized. The ability of the complexes in this series to catalyze the regioselective hydroamination of 3-methyl-1,2-butadiene with aryl amines to form solely the kinetic product was probed by observing conversion to products via NMR spectroscopy. The previously unstudied 3-iminophosphine ligand composed of a di-tert-butyl phosphine, cyclobutene backbone, and tert-butyl imine provided the most active palladium hydroamination catalyst for this transformation known to date.

  DOI：

  10.1021/om301102w

文献信息

• Regioselective Iron-Catalyzed Allylic Amination
  作者：Bernd Plietker

  DOI：10.1002/anie.200602261

  日期：2006.9.11
• Investigation of Steric and Electronic Features of 3-Iminophosphine-Based Palladium Catalysts for Intermolecular Hydroamination
  作者：Nicholas C. Zingales、Andrew R. Shaffer、Joseph A. R. Schmidt

  DOI：10.1021/om301102w

  日期：2013.1.28

  A series of (3-iminophosphine)allylpalladium triflate complexes with systematic variation of both steric and electronic features was isolated and characterized. The ability of the complexes in this series to catalyze the regioselective hydroamination of 3-methyl-1,2-butadiene with aryl amines to form solely the kinetic product was probed by observing conversion to products via NMR spectroscopy. The previously unstudied 3-iminophosphine ligand composed of a di-tert-butyl phosphine, cyclobutene backbone, and tert-butyl imine provided the most active palladium hydroamination catalyst for this transformation known to date.