N-ethyl-N-(p-t-butylphenyl)cyclohexylamine

• 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: N-ethyl-N-(p-t-butylphenyl)cyclohexylamine
• 英文别名: 4-tert-butyl-N-cyclohexyl-N-ethylaniline
• 化学式: C₁₈H₂₉N
• 分子量: 259.435
• InChiKey: WBKLERUMLBVJKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-叔丁基溴苯 、 N-乙基环己胺 在 tris(dibenzylideneacetone)dipalladium (0) 、 (-)-triphenylphosphine(dicarbonyl)chromium 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以82%的产率得到N-ethyl-N-(p-t-butylphenyl)cyclohexylamine
  参考文献：
  名称：

  Palladium-Catalyzed Amination of Aryl Bromides Utilizing Arene−Chromium Complexes as Ligands

  摘要：

  The arene-chromium complexes of o-diphenylphosphino alpha-phenylethylamine or a-phenylethyl methyl ether derivatives were examined with regard to their activity as ligands for palladium(0)-catalyzed aryl amination of aryl bromides with a variety of amines. Both steric and electronic factors were found to be significant for the efficient palladium-catalyzed aryl amination reactions. Modulation of the inductive capacity of the arylphosphine atom was achieved by photoinduced ligand exchange of one carbonyl of the chromium tripode in the presence of electron-donating triphenylphosphine or phosphite. Among these arene-chromium ligands, the use of the monophosphineor monophosphite-(dicarbonyl)chromium of N,N-dimethyl alpha-(o-diphenylphosphino)phenylethylamine and methyl alpha-(o-diphenylphosphino)phenylethyl ether produced the palladium(0)-catalyzed aryl amination products with cyclic amines or acyclic secondary amines in high yields; the corresponding strong electron-withdrawing tricarbonylchromium complex resulted in a modest yield of the aryl amination.

  DOI：

  10.1021/jo981327+

文献信息

• Palladium-Catalyzed Amination of Aryl Bromides Utilizing Arene−Chromium Complexes as Ligands
  作者：Ken Kamikawa、Suguru Sugimoto、Motokazu Uemura

  DOI：10.1021/jo981327+

  日期：1998.11.1

  The arene-chromium complexes of o-diphenylphosphino alpha-phenylethylamine or a-phenylethyl methyl ether derivatives were examined with regard to their activity as ligands for palladium(0)-catalyzed aryl amination of aryl bromides with a variety of amines. Both steric and electronic factors were found to be significant for the efficient palladium-catalyzed aryl amination reactions. Modulation of the inductive capacity of the arylphosphine atom was achieved by photoinduced ligand exchange of one carbonyl of the chromium tripode in the presence of electron-donating triphenylphosphine or phosphite. Among these arene-chromium ligands, the use of the monophosphineor monophosphite-(dicarbonyl)chromium of N,N-dimethyl alpha-(o-diphenylphosphino)phenylethylamine and methyl alpha-(o-diphenylphosphino)phenylethyl ether produced the palladium(0)-catalyzed aryl amination products with cyclic amines or acyclic secondary amines in high yields; the corresponding strong electron-withdrawing tricarbonylchromium complex resulted in a modest yield of the aryl amination.