1,4-bis(4-(2,5-dimethoxyphenylethynyl)-2,5-dimethoxyethynyl)terephthalonitrile | 1070162-88-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,4-bis(4-(2,5-dimethoxyphenylethynyl)-2,5-dimethoxyethynyl)terephthalonitrile
• 英文别名: 2,5-Bis[2-[4-[2-(2,5-dimethoxyphenyl)ethynyl]-2,5-dimethoxyphenyl]ethynyl]benzene-1,4-dicarbonitrile；2,5-bis[2-[4-[2-(2,5-dimethoxyphenyl)ethynyl]-2,5-dimethoxyphenyl]ethynyl]benzene-1,4-dicarbonitrile
• CAS: 1070162-88-7
• 化学式: C₄₈H₃₆N₂O₈
• 分子量: 768.822
• InChiKey: PAYUZMASRIVGSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  58
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  121
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  1-(2,5-Dimethoxy-phenylethynyl)-4-ethynyl-2,5-dimethoxy-benzene 、 2,5-二溴对苯二甲腈 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以35%的产率得到1,4-bis(4-(2,5-dimethoxyphenylethynyl)-2,5-dimethoxyethynyl)terephthalonitrile
  参考文献：
  名称：

  How the π Conjugation Length Affects the Fluorescence Emission Efficiency

  摘要：

  How the pi conjugation length affects the fluorescence emission efficiency is elucidated by examination of the theoretical and experimental relationship between absolute quantum yield (Phi(f)) and magnitude (Api) of the pi conjugation length in the excited singlet state, which provides a novel concept for molecular design for highly fluorescent organic compounds. As a tool to predict Phi(f) from a structural model, (nu(a) - nu(f))1/2 x a3/2 (nu(a): wavenumber of absorption maximum, nu(f): wavenumber of emission maximum, a: molecular radius) could be used instead of Api. The concept should be valuable for potential applications to (1) examination of an excited singlet state structure (for example, coplanarity of excited-state molecules) and (2) molecular design of novel materials, in which the excited singlet state plays an important role, such as highly efficient fluorophores, electroluminescent materials, photoconducting materials, and nonlinear optical materials. A remarkably intense green fluorophore (Phi(f) 0.88, log epsilon 4.72, lambda(em) 527 nm) is created based on this concept, which is of great interest in relation to a green fluorescent protein (Topaz, T203Y type, Phi(f) 0.60, log epsilon 4.98, lambda(em) 527 nm).

  DOI：

  10.1021/ja8040493