3,5-bis[2'-4(dibutylaminophenyl)vinyl]benzonitrile | 348621-28-3

• 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: 3,5-bis[2'-4(dibutylaminophenyl)vinyl]benzonitrile
• 英文别名: 3,5-bis[(E)-2-[4-(dibutylamino)phenyl]ethenyl]benzonitrile
• CAS: 348621-28-3
• 化学式: C₃₉H₅₁N₃
• 分子量: 561.854
• InChiKey: ZLMJWWWRVZOGLF-WXUKJITCSA-N

物化性质

• 熔点：
  74-76 °C(Solvent: Hexane; Dichloromethane)
• 沸点：
  705.2±60.0 °C(predicted)
• 密度：
  1.03±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  42
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  30.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-bis[2'-4(dibutylaminophenyl)vinyl]benzonitrile 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 以73%的产率得到3,5-bis[2'-4(dibuthylaminophenyl)vinyl]benzaldehyde
  参考文献：
  名称：

  带有二丁基氨基外围基团的光活性和电活性类胡萝卜素树状大分子的合成。

  摘要：

  [结构：见文字]。开发了一种新的聚合合成路线，用于制备功能化的和荧光的二苯乙烯类树突，其建立在1,3,5-苯核上并具有二丁基氨基外围。长烷基链已结合在外围氨基部分上以增加最终产物的溶解度。由于存在外围二丁基苯胺部分，通过循环伏安法测量已观察到新的树枝状聚合物的良好供体能力。

  DOI：

  10.1021/ol016083l
• 作为产物：
  描述：

  3,5-二甲基苯腈 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 3,5-bis[2'-4(dibutylaminophenyl)vinyl]benzonitrile
  参考文献：
  名称：

  Rigid Dendritic Donor−Acceptor Ensembles:  Control over Energy and Electron Transduction

  摘要：

  Several generations of phenylenevinylene dendrons, covalently attached to a C-60 core, have been developed as synthetic model systems with hierarchical, fine-tuned architectures. End-capping of these dendritic spacers with dibutylaniline or dodecyloxynaphthalene, as antennas/electron donors, yielded new donor-bridge-acceptor ensembles in which one, two, or four donors are allocated at the peripheral positions of the well-defined dendrons, while the electron accepting fullerene is placed at the focal point of the dendron. On the basis of our cyclic voltammetry experiments, which disclose a single anodic oxidation and several cathodic reduction processes, we rule out significant, long-range couplings between the fullerene core and the end-standing donors in their ground-state configuration. Photophysical investigations, on the other hand, show that upon photoexcitation an efficient and rapid transfer of singlet excited-state energy (6 x 10(10) to 2.5 N 10(12) s(-1)) controls the reactivity of the initially excited antenna portion. Spectroscopic and kinetic evidence suggests that yet a second contribution, that is, an intramolecular electron-transfer, exists, affording C-60(.-) -dendron(.+) with quantum yields (Phi) as high as 0.76 and lifetimes (tau) that are on the order of hundreds of nanoseconds (220-725 ns). Variation of the energy gap modulates the interplay of these two pathways (i.e., competition or sequence between energy and electron transfer).

  DOI：

  10.1021/ja012694x