2-(1-(4'-methoxybiphenyl-4-yl)-2,2-diphenylvinyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane | 1480740-72-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-(1-(4'-methoxybiphenyl-4-yl)-2,2-diphenylvinyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
• CAS: 1480740-72-4
• 化学式: C₃₃H₃₃BO₃
• 分子量: 488.434
• InChiKey: XBUWBLFRVFDVMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.95
• 重原子数：
  37.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(1-(4'-methoxybiphenyl-4-yl)-2,2-diphenylvinyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 、 4,4′-(2,2-bis(4-bromophenyl)ethene-1,1-diyl)bis(methoxybenzene) 在 四(三苯基膦)钯 、 甲基三辛基氯化铵 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 16.0h， 以76%的产率得到1-[2,2-Bis(4-methoxyphenyl)-1-[4-[1-[4-(4-methoxyphenyl)phenyl]-2,2-diphenylethenyl]phenyl]ethenyl]-4-[1-[4-(4-methoxyphenyl)phenyl]-2,2-diphenylethenyl]benzene
  参考文献：
  名称：

  Synthesis of gem-tetraphenylethylene oligomers utilizing Suzuki reaction and their aggregation properties

  摘要：

  Four new gem-tetraphenylethylene-based oligomers were synthesized by Suzuki coupling reaction in good yields (62-80%) and characterized by NMR, mass spectrometer and elemental analysis. The absorption maxima of the synthesized oligomers in the solution possess similar absorption bands located at 328-332 nm. They are shown to be thermally stable and emit light in blue region (404-485 nm). All the oligomers are AIE-active, emit weakly in solutions with Phi(f) values not exceeding 4%, become strong emitters in the aggregated states and the PL intensity values increase up to 18-fold. The results of CV measurements of the oligomers showed good reversibility, indicating that the compounds have good electrochemical stability. The HOMO values of the oligomers are in the range of -5.63 to -5.61 eV. The photoluminescence properties in aggregate-state and the high HOMO energy levels of these oligomers make them applicable as an active material for a light-emitting device. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.07.008
• 作为产物：
  描述：

  4-溴苄基亚磷酸二乙酯 在 bis-triphenylphosphine-palladium(II) chloride 、 四(三苯基膦)钯 、 potassium tert-butylate 、 potassium phenolate 、 溴 、 甲基三辛基氯化铵 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 氯仿 、 水 、 甲苯 为溶剂， 反应 20.0h， 生成 2-(1-(4'-methoxybiphenyl-4-yl)-2,2-diphenylvinyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
  参考文献：
  名称：

  Synthesis of gem-tetraphenylethylene oligomers utilizing Suzuki reaction and their aggregation properties

  摘要：

  Four new gem-tetraphenylethylene-based oligomers were synthesized by Suzuki coupling reaction in good yields (62-80%) and characterized by NMR, mass spectrometer and elemental analysis. The absorption maxima of the synthesized oligomers in the solution possess similar absorption bands located at 328-332 nm. They are shown to be thermally stable and emit light in blue region (404-485 nm). All the oligomers are AIE-active, emit weakly in solutions with Phi(f) values not exceeding 4%, become strong emitters in the aggregated states and the PL intensity values increase up to 18-fold. The results of CV measurements of the oligomers showed good reversibility, indicating that the compounds have good electrochemical stability. The HOMO values of the oligomers are in the range of -5.63 to -5.61 eV. The photoluminescence properties in aggregate-state and the high HOMO energy levels of these oligomers make them applicable as an active material for a light-emitting device. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.07.008