(E)-2,5-dibutoxy-4-(2,5-dimethoxy-4-(pyrrolidin-1-yl)styryl)benzaldehyde | 1350616-07-7

• 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: (E)-2,5-dibutoxy-4-(2,5-dimethoxy-4-(pyrrolidin-1-yl)styryl)benzaldehyde
• 英文别名: 2,5-dibutoxy-4-[(E)-2-(2,5-dimethoxy-4-pyrrolidin-1-ylphenyl)ethenyl]benzaldehyde
• CAS: 1350616-07-7
• 化学式: C₂₉H₃₉NO₅
• 分子量: 481.632
• InChiKey: YIYAWWMJKNBXRE-VAWYXSNFSA-N

物化性质

• 沸点：
  658.7±55.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  35
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-2,5-dibutoxy-4-(2,5-dimethoxy-4-(pyrrolidin-1-yl)styryl)benzaldehyde 、 2,2’-联吡啶-4,4’-二甲磷酸二乙酯 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以89%的产率得到4,4'-bis(2,5-dibutoxy-4-(2,5-dimethoxy-4-(pyrrolidin-1-yl)-styryl)styryl)-2,2'-bipyridine
  参考文献：
  名称：

  D-π-A-A-π-D Prototype 2,2′-Bipyridine Dyads Exhibiting Large Structure and Environment-Sensitive Fluorescence: Synthesis, Photophysics, and Computation

  摘要：

  A series of 4,4'-pi-conjugated-2,2'-bipyridine chromophores (MS 1-8) were synthesized, and their photo-physical and thermal properties were investigated. The title "push-pull' chromophores", except MS 1, were integrated with both alkoxy and alkylamino donor functionalities that differ in their donation capabilities. The oligophenylenevinylene (OPV) chromophores MS 4-8 are associated with a pi-extended backbone in which the position and the number of alkoxy donors were systematically varied. All of the studied systems possess a D-pi-A-A-pi-D dyad archetype in which the A-A is the central 2,2'-bipyridine acceptor core that is electronically attached with the donor termini through pi-linkers. The fluorescence quantum yields of the synthesized chromophores are found to be sensitive to the molecular archetype and the solvent medium. Out of the eight fluorescent compounds reported in this article, the compound MS 5 exhibits fluorescence in the solid state also. The modulating effect of the nature, position, and number of donor functionalities on the optical properties of these classes of compounds has further been comprehended on the basis of DFT and TD-DFT computation in a solvent reaction field.

  DOI：

  10.1021/jo202015m
• 作为产物：
  描述：

  2,5-二甲氧基苯胺 在 正丁基锂 、 potassium tert-butylate 、 potassium carbonate 、 三氯氧磷 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 、 N,N-二甲基甲酰胺 为溶剂， 反应 51.0h， 生成 (E)-2,5-dibutoxy-4-(2,5-dimethoxy-4-(pyrrolidin-1-yl)styryl)benzaldehyde
  参考文献：
  名称：

  D-π-A-A-π-D Prototype 2,2′-Bipyridine Dyads Exhibiting Large Structure and Environment-Sensitive Fluorescence: Synthesis, Photophysics, and Computation

  摘要：

  A series of 4,4'-pi-conjugated-2,2'-bipyridine chromophores (MS 1-8) were synthesized, and their photo-physical and thermal properties were investigated. The title "push-pull' chromophores", except MS 1, were integrated with both alkoxy and alkylamino donor functionalities that differ in their donation capabilities. The oligophenylenevinylene (OPV) chromophores MS 4-8 are associated with a pi-extended backbone in which the position and the number of alkoxy donors were systematically varied. All of the studied systems possess a D-pi-A-A-pi-D dyad archetype in which the A-A is the central 2,2'-bipyridine acceptor core that is electronically attached with the donor termini through pi-linkers. The fluorescence quantum yields of the synthesized chromophores are found to be sensitive to the molecular archetype and the solvent medium. Out of the eight fluorescent compounds reported in this article, the compound MS 5 exhibits fluorescence in the solid state also. The modulating effect of the nature, position, and number of donor functionalities on the optical properties of these classes of compounds has further been comprehended on the basis of DFT and TD-DFT computation in a solvent reaction field.

  DOI：

  10.1021/jo202015m