N⁴,N⁴,N^4',N^4'-tetrakis(3-methoxyphenyl)-[1,1'-biphenyl]-4,4'-diamine | 121246-38-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N⁴,N⁴,N^4',N^4'-tetrakis(3-methoxyphenyl)-[1,1'-biphenyl]-4,4'-diamine
• 英文别名: N,N,N'N'-tetra(m-methoxy-phenyl)-[1,1'-biphenyl]-4,4'-diamine；3-methoxy-N-[4-[4-(3-methoxy-N-(3-methoxyphenyl)anilino)phenyl]phenyl]-N-(3-methoxyphenyl)aniline
• CAS: 121246-38-6
• 化学式: C₄₀H₃₆N₂O₄
• 分子量: 608.737
• InChiKey: DJBRBDNQKGYTFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  46
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  florisil 、 N⁴,N⁴,N^4',N^4'-tetrakis(3-methoxyphenyl)-[1,1'-biphenyl]-4,4'-diamine 在 三甲基氯硅烷 、 sodium iodide 作用下， 以 环丁砜 、 甲醇 、 正庚烷 、 异丙醚 、 水 、 丙酮 为溶剂， 以60%的产率得到N,N,N',N'-tetra(m-hydroxyphenyl)[1,1'-biphenyl]-4,4'-diamine
  参考文献：
  名称：

  Hydroxy functionalized arylamine compounds

  摘要：

  本发明公开了一种羟基芳胺化合物，其化学式为：##STR1## 其中：m为0或1，Z选自以下组：##STR2## n为0或1，Ar选自以下组：##STR3## R选自以下组：--CH.sub.3，--CH.sub.2 H.sub.5，--C.sub.3 H.sub.7和--C.sub.4 H.sub.9，Ar'选自以下组：##STR4## X选自以下组：##STR5## s为0、1或2，所述二羟基芳胺化合物在一或多个芳香环中的-OH基团和最近的氮原子之间不具有直接共轭。该二羟基芳胺化合物可用于电子照相成像元件，该元件可用于电子照相成像过程中。

  公开号：

  US05011939A1
• 作为产物：
  描述：

  间溴苯甲醚 、 联苯胺 在 bis-triphenylphosphine-palladium(II) chloride 、 三苯基膦 、 sodium t-butanolate 作用下， 以 邻二甲苯 为溶剂， 反应 48.0h， 以82%的产率得到N⁴,N⁴,N^4',N^4'-tetrakis(3-methoxyphenyl)-[1,1'-biphenyl]-4,4'-diamine
  参考文献：
  名称：

  Effects of solvent and base on the palladium-catalyzed amination: PdCl2(Ph3P)2/Ph3P-catalyzed selective arylation of primary anilines with aryl bromides

  摘要：

  A readily accessible catalytic system, PdCl2(Ph3P)(2)/Ph3P, was developed for the selective arylation of primary anilines with aryl bromides. The strong influence of solvents and bases on the catalytic activity was observed. In refluxing o-xylene, triphenylphosphine shows high efficiency for Pd-catalyzed intermolecular amination reactions. By changing the bases, mono- and diarylation of primary amines could be selectively achieved in high yields. Moreover, the catalytic system showed good toleration for the steric hindrance of anilines. A series of N,N,N',N'-tetraaryl-1,1'-biphenyl-4,4'-diamines, important intermediates of OLED hole transport materials, were synthesized facilely via coupling reactions between 4,4'-diaminobiphenyls and aryl bromides. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.05.048

文献信息

• PdCl₂(Ph₃P)₂/Salicylaldimine Catalyzed Diarylation of Anilines with Unactivated Aryl Chlorides
  作者：Xiaochun Tao、Lei Li、Yu Zhou、Xuanying Qian、Min Zhao、Liangzhen Cai、Xiaomin Xie

  DOI：10.1002/cjoc.201700276

  日期：2017.11

  salicylaldimine could be used as a mixed ligand system to obtain a high catalytic activity for palladium catalyzed diarylation of primary anilines with unactivated aryl chlorides by the synergistic effect of ligands. The activity and selectivity of the catalytic system could be improved by modifying the structure of salicylaldimine. In refluxing o‐xylene, PdCl2(Ph3P)2 with 2,5‐ditrifluoromethyl N‐phenylsalicylaldimine

  三苯基膦和水杨醛亚胺可以用作混合的配体体系，以通过配体的协同作用获得钯催化的伯苯胺与未活化的芳基氯的二芳基化的高催化活性。通过改变水杨醛亚胺的结构可以提高催化体系的活性和选择性。在回流的ø二甲苯，的PdCl 2（PH 3 P）2与2,5- ditrifluoromethyl Ñ苯基水杨醛亚胺大肠菌素对各种苯胺的二芳基化反应显示出很高的效率。催化体系对底物的空间位阻表现出良好的耐受性。简便的催化体系在1,1'-联苯-4,4'-二胺与芳基氯的多重芳基化反应中也能提供N，N，N'，N'-四芳基-1,1'-联苯-4 ，4'-二胺是有机发光二极管（OLED）空穴传输材料的重要中间体。
• US5011939A
  申请人：——

  公开号：US5011939A

  公开（公告）日：1991-04-30
• Effects of solvent and base on the palladium-catalyzed amination: PdCl2(Ph3P)2/Ph3P-catalyzed selective arylation of primary anilines with aryl bromides
  作者：Liangzhen Cai、Xuanying Qian、Wenjing Song、Taoping Liu、Xiaochun Tao、Wanfang Li、Xiaomin Xie

  DOI：10.1016/j.tet.2014.05.048

  日期：2014.8

  A readily accessible catalytic system, PdCl2(Ph3P)(2)/Ph3P, was developed for the selective arylation of primary anilines with aryl bromides. The strong influence of solvents and bases on the catalytic activity was observed. In refluxing o-xylene, triphenylphosphine shows high efficiency for Pd-catalyzed intermolecular amination reactions. By changing the bases, mono- and diarylation of primary amines could be selectively achieved in high yields. Moreover, the catalytic system showed good toleration for the steric hindrance of anilines. A series of N,N,N',N'-tetraaryl-1,1'-biphenyl-4,4'-diamines, important intermediates of OLED hole transport materials, were synthesized facilely via coupling reactions between 4,4'-diaminobiphenyls and aryl bromides. (C) 2014 Elsevier Ltd. All rights reserved.
• Hydroxy functionalized arylamine compounds
  申请人：Xerox Corporation

  公开号：US05011939A1

  公开（公告）日：1991-04-30

  A hydroxy arylamine compound is disclosed represented by the formula: ##STR1## wherein: m is 0 or 1, Z is selected from the group consisting of: ##STR2## n is 0 or 1, Ar is selected from the group consisting of: ##STR3## R is selected from the group consisting of --CH.sub.3, --CH.sub.2 H.sub.5, --C.sub.3 H.sub.7, and --C.sub.4 H.sub.9, Ar' is selected from the group consisting of: ##STR4## X is selected from the group consisting of: ##STR5## s is 0, 1 or 2, the dihydroxy arylamine compound being free of any direct conjugation between the --OH groups and the nearest nitrogen atom through one or more aromatic rings. The dihydroxy arylamine compound may be employed in an electrophotographic imaging member and the member may be used in an electrophotographic imaging process.

  本发明公开了一种羟基芳胺化合物，其化学式为：##STR1## 其中：m为0或1，Z选自以下组：##STR2## n为0或1，Ar选自以下组：##STR3## R选自以下组：--CH.sub.3，--CH.sub.2 H.sub.5，--C.sub.3 H.sub.7和--C.sub.4 H.sub.9，Ar'选自以下组：##STR4## X选自以下组：##STR5## s为0、1或2，所述二羟基芳胺化合物在一或多个芳香环中的-OH基团和最近的氮原子之间不具有直接共轭。该二羟基芳胺化合物可用于电子照相成像元件，该元件可用于电子照相成像过程中。