2-[1-(4-methoxyphenyl)-2,2-diphenylvinyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane | 1394025-02-5

• 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-methoxyphenyl)-2,2-diphenylvinyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
• 英文别名: 2-[1-(4-Methoxyphenyl)-2,2-diphenylethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane；2-[1-(4-methoxyphenyl)-2,2-diphenylethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 1394025-02-5
• 化学式: C₂₇H₂₉BO₃
• 分子量: 412.336
• InChiKey: OGCPZHTWZMXERV-UHFFFAOYSA-N

物化性质

• 沸点：
  479.6±55.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.29
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-bis(4-bromophenyl)pyridine 、 2-[1-(4-methoxyphenyl)-2,2-diphenylvinyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 在 甲基三辛基氯化铵 、 potassium carbonate 、 四(三苯基膦)钯 作用下， 以 水 、 甲苯 为溶剂， 反应 16.0h， 以85%的产率得到2,6-Bis[4-[1-(4-methoxyphenyl)-2,2-diphenylethenyl]phenyl]pyridine
  参考文献：
  名称：

  Pyridine-cored V-shaped π-conjugated oligomers: synthesis and optical properties

  摘要：

  A new series of V-shaped pyridine-cored pi-conjugated oligomers are synthesized utilizing two-fold Heck/Suzuki coupling reactions. Optical properties of these compounds (lambda(max)=390-449 nm, phi(eta)=79-5%, in solutions) are discussed. They are shown to be thermally stable and soluble in common organic solvents. Stilbenoid oligomers exhibited much higher fluorescence quantum yields than tri- and tetra-phenylethylene substituted oligomers in solutions. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.096
• 作为产物：
  描述：

  2,2-diphenyl-1-(4-methoxyphenyl)ethylene 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium phenolate 、 溴 、 三苯基膦 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 12.0h， 生成 2-[1-(4-methoxyphenyl)-2,2-diphenylvinyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
  参考文献：
  名称：

  Pyridine-cored V-shaped π-conjugated oligomers: synthesis and optical properties

  摘要：

  A new series of V-shaped pyridine-cored pi-conjugated oligomers are synthesized utilizing two-fold Heck/Suzuki coupling reactions. Optical properties of these compounds (lambda(max)=390-449 nm, phi(eta)=79-5%, in solutions) are discussed. They are shown to be thermally stable and soluble in common organic solvents. Stilbenoid oligomers exhibited much higher fluorescence quantum yields than tri- and tetra-phenylethylene substituted oligomers in solutions. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.096

文献信息

• Synthesis of gem-tetraphenylethylene oligomers utilizing Suzuki reaction and their aggregation properties
  作者：Debabrata Jana、Shatabdi Boxi、Binay K. Ghorai

  DOI：10.1016/j.dyepig.2013.07.008

  日期：2013.12

  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.
• Pyridine-cored V-shaped π-conjugated oligomers: synthesis and optical properties
  作者：Debabrata Jana、Binay K. Ghorai

  DOI：10.1016/j.tet.2012.06.096

  日期：2012.9

  A new series of V-shaped pyridine-cored pi-conjugated oligomers are synthesized utilizing two-fold Heck/Suzuki coupling reactions. Optical properties of these compounds (lambda(max)=390-449 nm, phi(eta)=79-5%, in solutions) are discussed. They are shown to be thermally stable and soluble in common organic solvents. Stilbenoid oligomers exhibited much higher fluorescence quantum yields than tri- and tetra-phenylethylene substituted oligomers in solutions. (C) 2012 Elsevier Ltd. All rights reserved.