4-(2'-{4''-[2'''-(4''''-dibutylaminophenyl)ethenyl]phenyl}ethenyl)benzaldehyde | 663933-32-2

• 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: 4-(2'-{4''-[2'''-(4''''-dibutylaminophenyl)ethenyl]phenyl}ethenyl)benzaldehyde
• 英文别名: 4-[(E)-2-[4-[(E)-2-[4-(dibutylamino)phenyl]ethenyl]phenyl]ethenyl]benzaldehyde
• CAS: 663933-32-2
• 化学式: C₃₁H₃₅NO
• 分子量: 437.625
• InChiKey: APLRUMWXWAFPBR-LDHFCIDVSA-N

物化性质

• 熔点：
  98 °C(Solv: hexane (110-54-3); dichloromethane (75-09-2))
• 沸点：
  615.2±55.0 °C(Predicted)
• 密度：
  1.081±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(2'-{4''-[2'''-(4''''-dibutylaminophenyl)ethenyl]phenyl}ethenyl)benzaldehyde 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以92%的产率得到4-(2'-{4''-[2'''-(4''''-dibutylaminophenyl)ethenyl]phenyl}ethenyl)benzyl alcohol
  参考文献：
  名称：

  Synthesis of a π-conjugated oligomer–fullerene dyad through a versatile [6,6]diphenylmethanofullerene carboxylic acid

  摘要：

  In this article we describe the synthesis of an electron donor-acceptor dyad containing a [6,6]diphenylmethanofullerene moiety as the electron acceptor and a dialkylamino-substituted oligo-p-phenyl-enevinylene as the electron donor. The synthesis of this material has been successfully accomplished by an esterification reaction between a [6,6]diphenylmethanofullerene functionalized with a carboxylic acid and the corresponding oligomer substituted with a benzyl alcohol. Cyclic voltammetry and absorption spectroscopy show that both electroactive units preserve their nature in the ground state, whereas preliminary photophysical investigations show a strong fluorescence quenching. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.10.077
• 作为产物：
  描述：

  4-碘苄基溴 在 palladium diacetate 盐酸 、 sodium hydride 、 三乙胺 、 三(邻甲基苯基)磷 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 49.0h， 生成 4-(2'-{4''-[2'''-(4''''-dibutylaminophenyl)ethenyl]phenyl}ethenyl)benzaldehyde
  参考文献：
  名称：

  New 4,4′-oligophenylenevinylene functionalized-[2,2′]-bipyridyl chromophores: synthesis, optical and thermal properties

  摘要：

  The synthesis and characterization of new bipyridyl-based chromophores featuring extended oligopherylenevinylene pi-conjugated backbones are reported. Their absorption and emission properties as well as their thermal stabilities are discussed in comparison to those of the parent ligand. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.10.099

文献信息

• New 4,4′-oligophenylenevinylene functionalized-[2,2′]-bipyridyl chromophores: synthesis, optical and thermal properties
  作者：Lydie Viau、Olivier Maury、Hubert Le Bozec

  DOI：10.1016/j.tetlet.2003.10.099

  日期：2004.1

  The synthesis and characterization of new bipyridyl-based chromophores featuring extended oligopherylenevinylene pi-conjugated backbones are reported. Their absorption and emission properties as well as their thermal stabilities are discussed in comparison to those of the parent ligand. (C) 2003 Elsevier Ltd. All rights reserved.
• Synthesis of a π-conjugated oligomer–fullerene dyad through a versatile [6,6]diphenylmethanofullerene carboxylic acid
  作者：Rafael Gómez、José L. Segura

  DOI：10.1016/j.tet.2008.10.077

  日期：2009.1

  In this article we describe the synthesis of an electron donor-acceptor dyad containing a [6,6]diphenylmethanofullerene moiety as the electron acceptor and a dialkylamino-substituted oligo-p-phenyl-enevinylene as the electron donor. The synthesis of this material has been successfully accomplished by an esterification reaction between a [6,6]diphenylmethanofullerene functionalized with a carboxylic acid and the corresponding oligomer substituted with a benzyl alcohol. Cyclic voltammetry and absorption spectroscopy show that both electroactive units preserve their nature in the ground state, whereas preliminary photophysical investigations show a strong fluorescence quenching. (C) 2008 Elsevier Ltd. All rights reserved.