4-methyl-N,N-bis(2-methylphenyl)aniline | 1184924-15-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-methyl-N,N-bis(2-methylphenyl)aniline
• 英文别名: 2-methyl-N-(2-methylphenyl)-N-(4-methylphenyl)aniline
• CAS: 1184924-15-9
• 化学式: C₂₁H₂₁N
• 分子量: 287.404
• InChiKey: SBYOEJDFHLINEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  对氯甲苯 、 N-(2-甲基苯基)-2-甲基苯胺 在 三叔丁基膦 、 palladium diacetate 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 以87%的产率得到4-methyl-N,N-bis(2-methylphenyl)aniline
  参考文献：
  名称：

  双（邻位取代芳基）胺的钯催化 N-芳基化：一种制备空间拥挤的三芳基胺的有效方法

  摘要：

  双（邻位取代的芳基）胺使用钯催化剂在氮原子上与各种卤代芳烃以高产率芳基化，钯催化剂由乙酸钯（II）和三（叔丁基）膦生成。

  DOI：

  10.1055/s-0030-1258125

文献信息

• Synthesis of sterically encumbered di- and triarylamines by palladium-catalysed C–N coupling reactions under mild reaction conditions
  作者：Philipp Neigenfind、Daniel Knyszek、Jens Handelmann、Viktoria H. Gessner

  DOI：10.1039/d1cy02352g

  日期：——

  The synthesis of bulky, ortho-substituted triarylamines often represents a synthetic challenge, but is highly desirable due to the use of these compounds in organic electronics. Here, we report on a systematic study of the application of ylide-substituted phosphines (YPhos) in the Pd-catalysed formation of bulky di- and triarylamines. Screening of different ligands showed that whereas diarylation is

  大体积、邻位取代的三芳基胺的合成通常是一项合成挑战，但由于这些化合物在有机电子学中的应用，因此非常需要。在这里，我们报告了叶立德取代膦 (YPhos) 在 Pd 催化形成大体积二芳基胺和三芳基胺中的应用的系统研究。对不同配体的筛选表明，虽然大多数测试的 YPhos 配体都可以进行二芳基化，但三芳胺最有效地与最小、最灵活的 YPhos 配体 keYPhos 形成，在配体骨架中具有甲基基团。该配体允许在仅 60 °C 的低温下以良好至高产率合成一系列空间位阻二胺和三芳胺。优化的协议使最多三个三芳胺的邻位取代基，因此代表了一种方便而温和的合成方法。这通过合成用作有机电子材料的结构来证明。
• COMPOUNDS FOR ORGANIC EL DEVICES AND ORGANIC EL DEVICES
  申请人：TDK Corporation

  公开号：EP1000999B1

  公开（公告）日：2010-02-24
• ORGANIC LIGHT-EMITTING MATERIAL, METHOD FOR THE PREPARATION THEREOF AND USE THEREOF
  申请人：Shenzhen Chian Star Optoelectronics Technology Co., Ltd.

  公开号：US20200295268A1

  公开（公告）日：2020-09-17

  An organic light-emitting material, a method for the preparation thereof and use thereof are provided. The organic light-emitting material is a novel organic light-emitting material containing phosphine, has a high electron-transport property and a high fluorescence quantum efficiency, can be used as an emitting layer material and/or an electron transport layer material in an OLED element. Thus, an emitting layer and an electron transport layer in a traditional OLED element can be combined as one layer, thereby simplifying the structure and preparation process of the OLED element. Also, the organic light-emitting material has a specific response to oxygen, metal ions, etc., so that the organic light-emitting material can also be applied in the fields of chemo-biological detection, bio-imaging, anti-counterfeiting, etc. There are advantages of simple synthesis and purification, high yield, and adjustment of its luminous wavelength, luminous efficiency, etc. by introducing different functional groups.
• Palladium-Catalyzed N-Arylation of Bis(ortho-substituted aryl)amines: an Efficient Method for Preparing Sterically Congested Triarylamines
  作者：Ryoichi Kuwano、Yasuhiro Matsumoto、Takenori Shige、Takeshi Tanaka、Shinichi Soga、Yasuaki Hanasaki

  DOI：10.1055/s-0030-1258125

  日期：2010.7

  Bis(ortho-substituted aryl)amines were arylated on the nitrogen atom with various haloarenes in high yields using the palladium catalyst, which was generated from palladium(II) acetate and tri(tert-butyl)phosphine.

  双（邻位取代的芳基）胺使用钯催化剂在氮原子上与各种卤代芳烃以高产率芳基化，钯催化剂由乙酸钯（II）和三（叔丁基）膦生成。