2,4-di(3-biphenilyl)biphenyl | 13476-70-5

• 英文名称: 2,4-di(3-biphenilyl)biphenyl
• 英文别名: 2-Biphenyl-4-yl-4'-biphenyl-3-yl-biphenyl；2,4'-Di-(3-xenyl)-biphenyl；1-phenyl-3-[2-[4-(3-phenylphenyl)phenyl]phenyl]benzene
• CAS: 13476-70-5
• 化学式: C₃₆H₂₆
• 分子量: 458.602
• InChiKey: PLNOGFASRHRKCE-UHFFFAOYSA-N

物化性质

• 熔点：
  135.7 °C(Solv: ethanol (64-17-5); benzene (71-43-2))
• 沸点：
  633.1±40.0 °C(Predicted)
• 密度：
  1.102±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.02
• 重原子数：
  36.0
• 可旋转键数：
  5.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  2,4'-二碘联苯 、 3-Biphenylmagnesium bromide 以88%的产率得到
  参考文献：
  名称：

  IBUKI, EIICHI;OZASA, SHIGERU;FUJIOKA, YASUHIRO;OKADA, MOTOFUMI;YANAGIHARA+, CHEM. AND PHARM. BULL., 1982, 30, N 7, 2369-2379

  摘要：

  DOI：

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。
• Infrared Spectra and Synthesis of Some Polyphenyls
  作者：Richard C. Doss、Paul W. Solomon

  DOI：10.1021/jo01029a071

  日期：1964.6