4-iodo-o-quaterphenyl | 78486-84-7

• 英文名称: 4-iodo-o-quaterphenyl
• 英文别名: 4-Iodoquaterphenyl；1-iodo-4-[2-(2-phenylphenyl)phenyl]benzene
• CAS: 78486-84-7
• 化学式: C₂₄H₁₇I
• 分子量: 432.303
• InChiKey: PXAONQVNVPQNDH-UHFFFAOYSA-N

物化性质

• 熔点：
  132-133 °C(Solv: ethanol (64-17-5))
• 沸点：
  462.4±24.0 °C(Predicted)
• 密度：
  1.406±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4-iodo-o-quaterphenyl 生成 邻四联苯
  参考文献：
  名称：

  OZASA SHIGERU; FUJIOKA YASUHIRO; TSUKADA MACHIYO; IBUKI EIICHI, CHEM. AND PHARM. BULL., 1981, 29, NO 2, 344-355

  摘要：

  DOI：
• 作为产物：
  描述：

  4-amino-o-quaterphenyl hydrochloride 在 硫酸 、 potassium iodide 、 sodium nitrite 作用下， 生成 4-iodo-o-quaterphenyl
  参考文献：
  名称：

  Syntheses and physical properties of several octiphenyls containing mixed linkages.

  摘要：

  通过碘四联苯的Ullmann同系偶联反应合成了8个新型线性八联苯，包含2种或3种连接方式。其中5个化合物是通过双(乙酰丙酮)镍(II)催化的二碘四联苯和联苯基溴化镁或三联苯基碘化镁的Kharash型Grignard交叉偶联反应替代合成的。光谱研究表明，这些合成的八联苯显示出非常有特征的红外、紫外和核磁共振光谱。同时对八联苯最长波长吸收带的实验性Huckel分子轨道计算也进行了研究，除了两种化合物外，计算得到的波长与观测值相当吻合。

  DOI：

  10.1248/cpb.29.344

文献信息

• Polyphenyl synthesis by means of the Kharash-type Grignard cross-coupling reaction.
  作者：EIICHI IBUKI、SHIGERU OZASA、YASUHIRO FUJIOKA、MOTOFUMI OKADA、YOSHIHIKO YANAGIHARA

  DOI：10.1248/cpb.30.2369

  日期：——

  A series of twenty-seven polyphenyls, including quater-to sexiphenyls, was synthesized by the cross-coupling reaction of aryl Grignard reagents with arylene diiodides in the presence of bis (acetylacetonato) nickel (II). Twenty of them were obtained in fairly good yields (50-95%) under mild conditions at temperatures below ca. 60°C in ether-benzene solution within a few hours. In the cases of the remaining seven polyphenyls, however, lower yields (1-34%) were inevitable owing to the sterically crowded geometry of the reactant (s). Thus, the Kharash-type Grignard cross-coupling reaction was proved to be an efficient and convenient method for synthesizing a variety of polyphenyls, except in the cases of reactants with remarkably crowded geometry. The infrared, ultraviolet, and proton magnetic resonance spectral properties of several polyphenyls including three new compounds, 3-(2-biphenylyl)-o-quaterphenyl, 6'-(3-biphenylyl)-m-quaterphenyl, and 3, 4'-di (2-biphenylyl) biphenyl, are presented and discussed.

  合成了一系列二十七种多酚类化合物，包括四苯到六苯，通过芳基格氏试剂与芳烃二碘化物在双（乙酰丙酮）镍（II）的存在下进行交叉偶联反应。在温度低于约60°C的醚-苯溶液中，在温和条件下，这二十种化合物的产率相当不错（50-95%），反应时间为几小时。然而，在另外七种多酚类化合物的情况下，由于反应物的立体拥挤几何结构，不可避免地产率较低（1-34%）。因此，Kharash型格氏交叉偶联反应被证明是一种高效且便利的方法用于合成各种多酚类化合物，但在具有显著拥挤几何形状的反应物情况下例外。文中介绍并讨论了包括三个新化合物（3-(2-联苯基)-o-四苯、6'-(3-联苯基)-m-四苯、和3,4'-二（2-联苯基）联苯）在内的几种多酚类化合物的红外、紫外及质子磁共振光谱特性。
• Organic hole transporting and blue light emitting electroluminescent materials
  申请人：Industrial Technology Research Institute

  公开号：US06387545B1

  公开（公告）日：2002-05-14

  A tertiary amine imparted quaterphenyl compound represented by the following formula: where R1 and R2, which can be different or the same, are hydrogen, C1-C5 alkyl, or C6-C12 aryl, and R3 is hydrogen, C1-C5 alkyl, a vinyl group, or an aryl vinyl group. The tertiary amine-imparted quaterphenyl compound exhibits good blue light luminescence and hole-transportability, and can be used in forming a hole-transporting layer, a blue light emitting layer, or a combined hole-transporting and light emitting layer of a light emitting organic electroluminescent device. Examples of the quaterphenyl compounds include N-quaterphenyl-4-yl-N,N-diphenylamine, N-(4′-(1,1-diphenylvinyl)quaterphenyl-4-yl)-N-phenyl-N-(m-tolyl)amine, or N-quaterphenyl-4-yl-N-phenyl-N-(m-tolyl)amine.

  以下是由三级胺赋予的四苯基化合物的化学式，其中R1和R2可以不同也可以相同，可以是氢、C1-C5烷基或C6-C12芳基，而R3可以是氢、C1-C5烷基、乙烯基或芳基乙烯基。这种三级胺赋予的四苯基化合物表现出良好的蓝光发光和空穴传输能力，可用于形成有机电致发光器件的空穴传输层、蓝光发射层或复合空穴传输和发射层。四苯基化合物的例子包括N-四苯基-4-基-N，N-二苯胺，N-(4'-(1,1-二苯基乙烯)四苯基-4-基)-N-苯基-N-(m-甲苯基)胺或N-四苯基-4-基-N-苯基-N-(m-甲苯基)胺。
• IBUKI, EIICHI;OZASA, SHIGERU;FUJIOKA, YASUHIRO;OKADA, MOTOFUMI;YANAGIHARA+, CHEM. AND PHARM. BULL., 1982, 30, N 7, 2369-2379
  作者：IBUKI, EIICHI、OZASA, SHIGERU、FUJIOKA, YASUHIRO、OKADA, MOTOFUMI、YANAGIHARA+

  DOI：——

  日期：——