(E)-N-(3,5-Dimethylphenyl)-1-(1-methyl-1H-pyrrol-2-yl)methanimine | 919782-17-5

• 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: (E)-N-(3,5-Dimethylphenyl)-1-(1-methyl-1H-pyrrol-2-yl)methanimine
• 英文别名: N-(3,5-dimethylphenyl)-1-(1-methylpyrrol-2-yl)methanimine
• CAS: 919782-17-5
• 化学式: C₁₄H₁₆N₂
• 分子量: 212.294
• InChiKey: PEWCSRIRILAYHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 (E)-N-(3,5-Dimethylphenyl)-1-(1-methyl-1H-pyrrol-2-yl)methanimine 在 NaCH₃COO 作用下， 以 not given 为溶剂， 生成
  参考文献：
  名称：

  N−H versus C−H Activation of a Pyrrole Imine at {Cp*Ir}:  A Computational and Experimental Study

  摘要：

  Reaction of a pyrrole imine with [IrCl2Cp*](2)/NaOAc leads to N- H activation in preference to C-H activation at the pyrrole; howeVer, with the N- methylated ligand C- H activation occurs. Density functional calculations show that N- H bond activation is both kinetically and thermodynamically preferred to C- H activation. Both reactions occur with relatively low energy barriers by an electrophilic agostic interaction with the metal with simultaneous intramolecular hydrogen bonding with acetate leading to deprotonation Via a six- membered transition state.

  DOI：

  10.1021/om060863m

文献信息

• N−H versus C−H Activation of a Pyrrole Imine at {Cp*Ir}:  A Computational and Experimental Study
  作者：David L. Davies、Steven M. A. Donald、Omar Al-Duaij、John Fawcett、Craig Little、Stuart A. Macgregor

  DOI：10.1021/om060863m

  日期：2006.12.1

  Reaction of a pyrrole imine with [IrCl2Cp*](2)/NaOAc leads to N- H activation in preference to C-H activation at the pyrrole; howeVer, with the N- methylated ligand C- H activation occurs. Density functional calculations show that N- H bond activation is both kinetically and thermodynamically preferred to C- H activation. Both reactions occur with relatively low energy barriers by an electrophilic agostic interaction with the metal with simultaneous intramolecular hydrogen bonding with acetate leading to deprotonation Via a six- membered transition state.