4-(diphenylamino)terphenyl-4'-boronic acid | 668493-38-7

• 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: 4-(diphenylamino)terphenyl-4'-boronic acid
• 英文别名: [4-[4-[4-(N-phenylanilino)phenyl]phenyl]phenyl]boronic acid
• CAS: 668493-38-7
• 化学式: C₃₀H₂₄BNO₂
• 分子量: 441.337
• InChiKey: XXMGIJQXISJJBT-UHFFFAOYSA-N

物化性质

• 沸点：
  667.3±65.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.17
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(9'-anthryl)-4-iodobiphenyl 、 4-(diphenylamino)terphenyl-4'-boronic acid 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到9-[4'-(diphenylamino)quinquephenyl-4-yl]anthracene
  参考文献：
  名称：

  Synthesis and Functional Properties of Strongly Luminescent Diphenylamino End-Capped Oligophenylenes

  摘要：

  Two novel homologous series of oligophenylenes (OPPs) symmetrically end-capped with diphenyl-amino groups and asymmetrically end-capped with anthryldiphenylamino groups were successfully synthesized by a convergent approach with use of palladium-catalyzed homo- and cross-coupling of arylboronic acids. The absorption maxima of both diphenylamino end-capped OPP series do not vary with the chain length although the molar absorptivities increase sequentially. On the other hand, the emission maxima slightly shift to longer wavelengths when the phenylene unit increases in the series. All the diphenylamino end-capped oligomers exhibit very large fluorescence quantum yields (81-89%). They also exhibit low first ionization potentials, corresponding to the oxidation of the triarylamino moiety, which are essentially unaffected by the oligomeric length extension. The good thermal stabilities of these oligomers allowed the fabrication of multilayer light-emitting devices and their investigations.

  DOI：

  10.1021/jo035147y
• 作为产物：
  描述：

  二苯胺 在 四(三苯基膦)钯 、 正丁基锂 、 palladium diacetate 、 potassium carbonate 、 三(邻甲基苯基)磷 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 30.0h， 生成 4-(diphenylamino)terphenyl-4'-boronic acid
  参考文献：
  名称：

  Synthesis and Functional Properties of Strongly Luminescent Diphenylamino End-Capped Oligophenylenes

  摘要：

  Two novel homologous series of oligophenylenes (OPPs) symmetrically end-capped with diphenyl-amino groups and asymmetrically end-capped with anthryldiphenylamino groups were successfully synthesized by a convergent approach with use of palladium-catalyzed homo- and cross-coupling of arylboronic acids. The absorption maxima of both diphenylamino end-capped OPP series do not vary with the chain length although the molar absorptivities increase sequentially. On the other hand, the emission maxima slightly shift to longer wavelengths when the phenylene unit increases in the series. All the diphenylamino end-capped oligomers exhibit very large fluorescence quantum yields (81-89%). They also exhibit low first ionization potentials, corresponding to the oxidation of the triarylamino moiety, which are essentially unaffected by the oligomeric length extension. The good thermal stabilities of these oligomers allowed the fabrication of multilayer light-emitting devices and their investigations.

  DOI：

  10.1021/jo035147y