N-(4-methylphenyl)-2,6-diethylaniline | 1412903-21-9

• 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-(4-methylphenyl)-2,6-diethylaniline
• CAS: 1412903-21-9
• 化学式: C₁₇H₂₁N
• 分子量: 239.36
• InChiKey: XIVVQOZDAONCDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.86
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  12.03
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  2,6-二乙基苯胺 、 对溴甲苯 在 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 22.0h， 生成 N-(4-methylphenyl)-2,6-diethylaniline
  参考文献：
  名称：

  Efficient catalytic aryl amination of bromoarenes using 3-iminophosphine palladium(II) chloride

  摘要：

  While pursuing the development of new hydroamination catalysts, a 3-iminophosphine palladium(II) chloride complex [(3IP)PdCl2] was synthesized that has subsequently proven to be an effective precatalyst for the aryl amination of bromoarenes. This (3IP)PdCl2 complex has been utilized in the catalytic aryl amination of both bromobenzene and bromopyridine derivatives, specifically yielding excellent activity in coupling reactions involving bromobenzene, 4-bromotoluene, and 2-bromopyridine. Using a standard set of catalytic conditions, many alkyl and aryl amines have been investigated as coupling partners in the aryl amination of bromoarenes. In general, secondary alkyl amines and ortho-substituted anilines proved to be the best substrates for this reaction, commonly giving quantitative conversion to products, while primary amines and other anilines gave only poor to moderate results. Catalytic screening data, product yields, and full characterization of isolated products are included. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.08.027

文献信息

• Versatile and Highly Efficient <i>trans</i> ‐[Pd(NHC)Cl ₂ (DMS/THT)] Precatalysts for C−N and C−C Coupling Reactions in Green Solvents
  作者：Yaxu Liu、Vladislav A. Voloshkin、Thomas Scattolin、Min Peng、Kristof Van Hecke、Steven P. Nolan、Catherine S. J. Cazin

  DOI：10.1002/ejoc.202200309

  日期：2022.4.12

  A novel family of air- and moisture-stable trans-[Pd(NHC)Cl2(DMS/THT)] was synthesized using a simple and eco-friendly synthetic protocol. These catalysts displayed outstanding performance in Buchwald-Hartwig and Suzuki-Miyaura reaction in green solvents.

  使用简单且环保的合成方案合成了一种新的对空气和水分稳定的反式-[Pd(NHC)Cl 2 (DMS/THT)] 家族。这些催化剂在绿色溶剂中的 Buchwald-Hartwig 和 Suzuki-Miyaura 反应中表现出优异的性能。
• Application of indole-based monophosphine in ppm level Pd-catalyzed C–N bond formation
  作者：Cheuk Long Li、Man Ho Tse、Pui Ying Choy、Fuk Yee Kwong

  DOI：10.1016/j.jorganchem.2024.123124

  日期：2024.5

  methoxy groups has been designed for Pd-catalyzed Buchwald-Hartwig amination. It is worth noting that this new catalyst system was found to be highly effective in facilitating the cross-coupling reaction even at parts per million levels of palladium catalyst. A wide range of aryl chlorides as well as amine nucleophiles were successfully employed for the aromatic C–N bond-forming reaction. Remarkably

  设计了一种带有多给电子甲氧基的新型吲哚膦配体，用于 Pd 催化的 Buchwald-Hartwig 胺化。值得注意的是，这种新的催化剂体系即使在百万分之一的钯催化剂水平下也能非常有效地促进交叉偶联反应。多种芳基氯以及胺亲核试剂已成功用于芳香族 C-N 键形成反应。值得注意的是，在新开发的催化剂体系下，空间极其拥挤的胺（即2,6-二异丙基苯胺）也能与芳基氯很好地偶联。