2-(4-(3-chlorostyryl)phenyl)-5-(naphthalen-1-yl)-1,3,4-oxadiazole | 1551295-95-4

• 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: 2-(4-(3-chlorostyryl)phenyl)-5-(naphthalen-1-yl)-1,3,4-oxadiazole
• CAS: 1551295-95-4
• 化学式: C₂₆H₁₇ClN₂O
• 分子量: 408.887
• InChiKey: XSXMSDAMSFMXAR-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.38
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.92
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  diethyl ({4-[5-(naphthalen-1-yl)-1,3,4-oxadiazol-2-yl]benzyl})phosphonate 、 3-氯苯甲醛 在 potassium tert-butylate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以85.4%的产率得到2-(4-(3-chlorostyryl)phenyl)-5-(naphthalen-1-yl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Novel 2-(naphthalen-1-yl)-5-stilbene-1,3,4-oxadiazole molecules: Synthesis, optical properties and DFT calculation

  摘要：

  Six novel 1,3,4-oxadiazole derivatives containing naphthalene and stibene units were synthesized by Wittig-Horner reaction in good yield. Their structures were characterized by FT-IR, H-1 NMR, C-13 NMR and elemental analysis. The optical properties were investigated by UV-Vis absorption and fluorescence emission spectra in THF solution. Their optimized structures and the electron density distribution of HOMO and LUMO were performed by density functional theory (DFT) at the (B3LYP)/6-31G* level. The compounds exhibit blue fluorescence emission with the fluorescence quantum yield ranged from 0.05 to 0.59. The effects of substituents on the emission spectra of these compounds are interpreted. The HOMO and LUMO levels of target compounds are -5.86 to -5.64 eV and -2.79 to -2.13 eV, respectively. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.12.022