5'-nitro-1,1':3',1''-terphenyl-2'-ylamine | 203051-59-6

• 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: 5'-nitro-1,1':3',1''-terphenyl-2'-ylamine
• 英文别名: 4-nitro-2,6-diphenylaniline
• CAS: 203051-59-6
• 化学式: C₁₈H₁₄N₂O₂
• 分子量: 290.321
• InChiKey: YFAFSXWCDSHPQQ-UHFFFAOYSA-N

物化性质

• 熔点：
  167-168 °C
• 沸点：
  476.7±45.0 °C(Predicted)
• 密度：
  1.240±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5'-nitro-1,1':3',1''-terphenyl-2'-ylamine 在 potassium carbonate 、 lead dioxide 、 三乙胺 作用下， 以 苯 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Stable Thioaminyl Radicals Having Functional Groups:  Generation, ESR Spectra, Isolation, X-ray Crystallographic Analyses, and Magnetic Characterization of N-(Arylthio)-4-(ethoxycarbonyl)-2,6-diarylphenylaminyls, N-(Arylthio)-4-acetyl-2,6-diarylphenylaminyls, and N-(Arylthio)-4-cyano-2,6-diarylphenylaminyls¹

  摘要：

  Oxidation of N-(arylthio)-4-(ethoxycarbonyl)-2,6-diarylanilines (9), N-(arylthio)-4-acetyl-2,6-diarylanilines (10), and N-(arylthio)-4-cyano-2,6-diarylanilines (11) with PbO2 yielded quite persistent N-(arylthio)-4-(ethoxycarbonyl)-2,6-diarylphenylaminyls (4), N-(arylthio)-4-acetyl-2,6-diarylphenylaminyls (5), and N-(arylthio)-4-cyano-2,6-diarylphenylaminyls (6), respectively, and they were isolated as pure radical crystals. On the other hand, N-(arylthio)-4-nitro-2,6-diarylphenylaminyls (6), and N-(arylthio)-4-chloro-2,6-diarylphenylaminyls (7), were unstable and soon decomposed. The X-ray crystallographic analyses of N-[(2,4-dichlorophenyl)thio]-4-acetyl-2, diphenylphenylaminyl (5c) and N-[(2,4-dichlorophenyl)thio]-4-cyano-2,6-diphenylphenylaminyl (6c) showed that the Ph-N-S-Ph pi-framework is planar, and the 2- and 6-phenyl groups are twisted from the coplane. The ESR studies for 4-8 showed that their hyperfine coupling constants are nearly identical to each other and that the unpaired electron is extensively delocalized onto the anilino benzene ring and the arylthiyl group. The magnetic susceptibility measurements were carried out for five thioaminyl radical crystals and showed that one radical couples ferromagnetically with 2J/k(B) = 16.0 K, and the other four radicals couple antiferromagnetically with 2J/k(B) = -15.6 to -194.6 K or theta = -0.6 to -5.0 K.

  DOI：

  10.1021/jo9718206
• 作为产物：
  描述：

  2,6-二溴-4-硝基苯胺 、 苯硼酸 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 乙醇 、 苯 为溶剂， 反应 48.0h， 以55%的产率得到5'-nitro-1,1':3',1''-terphenyl-2'-ylamine
  参考文献：
  名称：

  新型镍（II）二亚胺配合物和催化剂设计对聚乙烯微观结构的控制

  摘要：

  以不同取代的硼酸作为通用构件，以简单、高产的路线合成了新的“邻芳基”α-二亚胺配体 ah。在二亚胺配体存在下，复合物前体二乙酰丙酮-镍 (II) 与三苯甲基盐（如 [CPh3] [B(C6F5)4] 或 [CPh3] [SbCl6]）的反应得到单阳离子方形平面复合物 2a -g 几乎是定量的产量。将合适的晶体 (2d',e,f,g) 提交给 X 射线衍射分析。开发了一种几何模型来描述影响聚合物微观结构的镍 (II) 中心周围配体碎片的取向。在升高的反应温度和压力下，在氢气存在下，2a-e 催化乙烯的均聚反应，得到从 HD- 到 LLD-PE 等级的支化 PE 产品。聚合结果表明根据特定的复杂取代进行精确微观结构控制的可能性。通过单轴拉伸对材料密度和机械性能的初步研究直至失效指向新的材料特性，该特性可由催化剂设计的简单乙烯单体产生。

  DOI：

  10.1021/ja070224i

文献信息

• Facile synthesis of mono-, bis- and tris-aryl-substituted aniline derivatives in aqueous DMF
  作者：Chun Liu、Xiaoxiao Song、Qijian Ni、Jieshan Qiu

  DOI：10.3998/ark.5550190.0013.906

  日期：——

  A facile, efficient and general protocol for synthesizing a series of mono-, bisand tris-arylsubstituted aniline derivatives is described via the Pd(OAc)2-catalyzed aerobic and ligand-free Suzuki reaction of mono-, diand tribromoanilines with aryl boronic acids in aqueous N,Ndimethylformamide (DMF). This is the first example to prepare 2,6-bisaryl-4-nitroanilines and 2,6-bisarylanilines via a palladium-catalyzed

  通过 Pd(OAc)2 催化的单、二和三溴苯胺与芳基硼酸的有氧和无配体 Suzuki 反应，描述了合成一系列单、双和三芳基取代苯胺衍生物的简便、高效和通用的方案。 N,N-二甲基甲酰胺 (DMF) 水溶液。这是通过钯催化的无配体 Suzuki 反应制备 2,6-双芳基-4-硝基苯胺和 2,6-双芳基苯胺的第一个例子。
• Tailor-Made Synthesis of<i>N</i>,<i>N</i>,2,6-Tetrasubstituted 4-Nitroanilines by Three-Component Ring Transformation of Dinitropyridone
  作者：Song Thi Le、Haruyasu Asahara、Nagatoshi Nishiwaki

  DOI：10.1002/ejoc.201403652

  日期：2015.2

  The ring transformation of dinitropyridone afforded various kinds of 2,6-disubstituted-4-nitroanilines upon treatment with aliphatic ketones in the presence of ammonium acetate as a nitrogen source, wherein dinitropyridone behaved as the synthetic equivalent of unstable nitromalonaldehyde. The benzene ring, as well as the amino group of the nitroaniline framework, was easily modified by only changing

  在乙酸铵作为氮源的存在下，二硝基吡啶酮的环转化得到各种2,6-二取代-4-硝基苯胺，其中二硝基吡啶酮表现为不稳定硝基丙二醛的合成等价物。苯环以及硝基苯胺骨架的氨基，只需改变酮和氮源即可轻松修饰，从而以良好至极好的收率提供 N,N,2,6-四取代 4-硝基苯胺。
• Stable Thioaminyl Radicals Having Functional Groups:  Generation, ESR Spectra, Isolation, X-ray Crystallographic Analyses, and Magnetic Characterization of <i>N</i>-(Arylthio)-4-(ethoxycarbonyl)-2,6-diarylphenylaminyls, <i>N</i>-(Arylthio)-4-acetyl-2,6-diarylphenylaminyls, and <i>N</i>-(Arylthio)-4-cyano-2,6-diarylphenylaminyls¹
  作者：Yozo Miura、Masayoshi Momoki、Masaaki Nakatsuji、Yoshio Teki

  DOI：10.1021/jo9718206

  日期：1998.3.1

  Oxidation of N-(arylthio)-4-(ethoxycarbonyl)-2,6-diarylanilines (9), N-(arylthio)-4-acetyl-2,6-diarylanilines (10), and N-(arylthio)-4-cyano-2,6-diarylanilines (11) with PbO2 yielded quite persistent N-(arylthio)-4-(ethoxycarbonyl)-2,6-diarylphenylaminyls (4), N-(arylthio)-4-acetyl-2,6-diarylphenylaminyls (5), and N-(arylthio)-4-cyano-2,6-diarylphenylaminyls (6), respectively, and they were isolated as pure radical crystals. On the other hand, N-(arylthio)-4-nitro-2,6-diarylphenylaminyls (6), and N-(arylthio)-4-chloro-2,6-diarylphenylaminyls (7), were unstable and soon decomposed. The X-ray crystallographic analyses of N-[(2,4-dichlorophenyl)thio]-4-acetyl-2, diphenylphenylaminyl (5c) and N-[(2,4-dichlorophenyl)thio]-4-cyano-2,6-diphenylphenylaminyl (6c) showed that the Ph-N-S-Ph pi-framework is planar, and the 2- and 6-phenyl groups are twisted from the coplane. The ESR studies for 4-8 showed that their hyperfine coupling constants are nearly identical to each other and that the unpaired electron is extensively delocalized onto the anilino benzene ring and the arylthiyl group. The magnetic susceptibility measurements were carried out for five thioaminyl radical crystals and showed that one radical couples ferromagnetically with 2J/k(B) = 16.0 K, and the other four radicals couple antiferromagnetically with 2J/k(B) = -15.6 to -194.6 K or theta = -0.6 to -5.0 K.
• New Nickel(II) Diimine Complexes and the Control of Polyethylene Microstructure by Catalyst Design
  作者：Dieter Meinhard、Marcus Wegner、Georgy Kipiani、Andrew Hearley、Peter Reuter、Stefan Fischer、Othmar Marti、Bernhard Rieger

  DOI：10.1021/ja070224i

  日期：2007.7.1

  around the nickel(II) center that influence the polymer microstructure. At elevated reaction temperature and pressure, and in the presence of hydrogen, 2a-e catalyze the homopolymerization of ethylene to give branched PE products ranging from HD- to LLD-PE grades. The polymerization results indicate the possibility of precise microstructure control depending on the particular complex substitution. Preliminary

  以不同取代的硼酸作为通用构件，以简单、高产的路线合成了新的“邻芳基”α-二亚胺配体 ah。在二亚胺配体存在下，复合物前体二乙酰丙酮-镍 (II) 与三苯甲基盐（如 [CPh3] [B(C6F5)4] 或 [CPh3] [SbCl6]）的反应得到单阳离子方形平面复合物 2a -g 几乎是定量的产量。将合适的晶体 (2d',e,f,g) 提交给 X 射线衍射分析。开发了一种几何模型来描述影响聚合物微观结构的镍 (II) 中心周围配体碎片的取向。在升高的反应温度和压力下，在氢气存在下，2a-e 催化乙烯的均聚反应，得到从 HD- 到 LLD-PE 等级的支化 PE 产品。聚合结果表明根据特定的复杂取代进行精确微观结构控制的可能性。通过单轴拉伸对材料密度和机械性能的初步研究直至失效指向新的材料特性，该特性可由催化剂设计的简单乙烯单体产生。