((1,2-diphenylethene-1,2-diyl)bis(4,1-phenylene))bis(phenylmethanone) | 1616832-95-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: ((1,2-diphenylethene-1,2-diyl)bis(4,1-phenylene))bis(phenylmethanone)
• CAS: 1616832-95-1
• 化学式: C₄₀H₂₈O₂
• 分子量: 540.661
• InChiKey: XIYLRLYPXCAPDI-UHFFFAOYSA-N

物化性质

• 熔点：
  207-208 °C
• 沸点：
  662.8±55.0 °C(predicted)
• 密度：
  1.170±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.16
• 重原子数：
  42.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  ((1,2-diphenylethene-1,2-diyl)bis(4,1-phenylene))bis(phenylmethanone) 在 diphenylmethyllithium 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 1-[1,2-diphenyl-2-[4-(1,2,2-triphenylethenyl)phenyl]ethenyl]-4-(1,2,2-triphenylethenyl)benzene
  参考文献：
  名称：

  Graphene-like Molecules Based on Tetraphenylethene Oligomers: Synthesis, Characterization, and Applications

  摘要：

  Graphene-like molecules were prepared by oxidative cyclodehydrogenation of tetraphenylethene(TPE) oligomers using iron(III) chloride as the catalyst under mild conditions. All the oxidized samples can be separated effectively from the stepwise ring-closing reaction that highly related to the reaction time. For example, the model compounds obtained from the stepwise cyclization reaction show a regular red-shift in UV/vis absorption and photoluminescence (PL) spectra. This result reveals that the molecular conjugation length will extend with the stepwise ring-closing reaction going on. Interestingly, we successfully obtained a series of colorful luminogens with blue, cyan, and green emission during this stepwise and accurate ring closing process. Cyclic voltammetry measurements taken give the corresponding band gap, which supports the results obtained from optical spectroscopy. For the strong intermolecular interaction, our graphene molecules can self-assemble to form a red-colored and hexagonal fiber. Furthermore, some molecules exhibit piezochromic luminescence. The PL emission of the molecules before and after oxidation can be dramatically quenched by picric acid through the electron transfer and/or energy transfer mechanism, enabling them to function as chemosensors for explosive detection. In addition, fluorescence cell imaging studies proved their potential biological application.

  DOI：

  10.1021/cm501590w
• 作为产物：
  描述：

  苯甲酰氯 、 1,1,2,2-四苯乙烯 在 二硫化碳 、 aluminum (III) chloride 作用下， 生成 1,1-bis(4-phenylcarbonyl)-2,2-diphenylethylene 、 ((1,2-diphenylethene-1,2-diyl)bis(4,1-phenylene))bis(phenylmethanone)
  参考文献：
  名称：

  基于四苯乙烯的类石墨烯大环的合成与性能

  摘要：

  在这项工作中，从1，1-双（4-苯基羰基）-2，2-二苯乙烯的McMurry偶联反应中一步合成了四苯乙烯大环，收率为45％。通过用四氯化铁（III）在硝基甲烷中氧化四苯乙烯大环，可以得到更平面的环化化合物。探索了它们的异常光学性质和电性质。测得的迁移率分别为0.7022和0.0055cm 2  V -1  s -1。分解温度也通过热重分析测得分别为342°C和455°C，表明具有良好的热稳定性。对结构和性质的理解将有利于石墨烯的化学合成。

  DOI：

  10.1016/j.tet.2014.06.018