(E)-2-[2-(3-thienyl)ethenyl]-8-quinolinol | 1609290-82-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (E)-2-[2-(3-thienyl)ethenyl]-8-quinolinol
• 英文别名: 2-(2-(Thiophen-3-yl)vinyl)quinolin-8-ol；2-[(E)-2-thiophen-3-ylethenyl]quinolin-8-ol
• CAS: 1609290-82-5
• 化学式: C₁₅H₁₁NOS
• 分子量: 253.324
• InChiKey: LPVYCNOMMFYQJY-GQCTYLIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  cadmium(II) nitrate tetrhydrate 、 (E)-2-[2-(3-thienyl)ethenyl]-8-quinolinol 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以80%的产率得到
  参考文献：
  名称：

  一种带噻吩基团的黄绿色四核Cd（II）（8-喹啉olato）螯合物：合成，晶体结构，光物理性质和DNA结合

  摘要：

  一种新型的具有式[Cd 4 L 6（NO 3）2 ]（1）的四核Cd（II）络合物可通过Cd（NO 3）2与（E）-2- [2-（3-噻吩基]乙烯基] -8-喹啉醇配体（HL），通过1 H NMR，ESI-MS，元素分析，IR和TGA表征。X射线结构分析表明1展示了一个双重开放的类似古巴的核心结构，该结构被六个基于8-羟基喹啉酸酯的配体桥接。丰富的芳族堆积相互作用和非经典的CH···O弱相互作用维持了堆积结构。镉盐和HL在溶液中的配位行为是通过UV-vis和光致发光（PL）进行的。实验结果证实了在室温下固态下标题化合物的发射光谱给出了强烈的黄绿色发光。此外，还研究了与该化合物相互作用的C 60和EtBr-DNA的热稳定性，荧光寿命，电子计算和猝灭行为。

  DOI：

  10.1016/j.tet.2015.04.054
• 作为产物：
  描述：

  3-噻吩甲醛 在 吡啶 作用下， 反应 13.0h， 生成 (E)-2-[2-(3-thienyl)ethenyl]-8-quinolinol
  参考文献：
  名称：

  Synthesis, crystal structure, and photophysical properties of a double open cubane-like Cd(II) complex based on 2-substituted-8-hydroxyquinoline

  摘要：

  A 2-substituted-8-hydroxyquinoline (E)-2-[2-(3-thienyl) ethenyl]-8-quinolinol (HL) was synthesized and characterized by ESI-MS, NMR spectroscopy, and elemental analysis. Using solvothermal method, a tetranuclear complex [Cd4L6Br2]center dot 6DMF (1) was fabricated by assembly of Cd(II) with HL. X-ray structural analysis shows that 1 exhibits a double open cubane-like core structure, which is bridged by six 8-hydroxyquinolinate-based ligands. The supramolecular structure of 1 features a 3-D porous solid constructed by aromatic stacking interactions, C-H center dot center dot center dot pi interactions and C-H center dot center dot center dot O hydrogen bonds. The assembly of cadmium salts and HL in solution was investigated by UV-vis and photoluminescence. We also studied the thermal stability and photophysical properties (fluorescent emission, lifetime, and quantum yield) of 1. The results show that 1 emits yellow luminescence in the solid state.

  DOI：

  10.1080/00958972.2014.910772

文献信息

• Synthesis, crystal structure, and photophysical properties of a double open cubane-like Cd(II) complex based on 2-substituted-8-hydroxyquinoline
  作者：Guozan Yuan、Kai Song、Lu-Lu Rong、Yinmin Tang、Yanping Huo

  DOI：10.1080/00958972.2014.910772

  日期：2014.4.3

  A 2-substituted-8-hydroxyquinoline (E)-2-[2-(3-thienyl) ethenyl]-8-quinolinol (HL) was synthesized and characterized by ESI-MS, NMR spectroscopy, and elemental analysis. Using solvothermal method, a tetranuclear complex [Cd4L6Br2]center dot 6DMF (1) was fabricated by assembly of Cd(II) with HL. X-ray structural analysis shows that 1 exhibits a double open cubane-like core structure, which is bridged by six 8-hydroxyquinolinate-based ligands. The supramolecular structure of 1 features a 3-D porous solid constructed by aromatic stacking interactions, C-H center dot center dot center dot pi interactions and C-H center dot center dot center dot O hydrogen bonds. The assembly of cadmium salts and HL in solution was investigated by UV-vis and photoluminescence. We also studied the thermal stability and photophysical properties (fluorescent emission, lifetime, and quantum yield) of 1. The results show that 1 emits yellow luminescence in the solid state.
• A yellow-green tetranuclear Cd(II) (8-quinolinolato) chelate with thiophene group: synthesis, crystal structure, photophysical properties and DNA binding
  作者：Baixing Yang、Yanping Huo、Liming Zhang、Sheng Hu、Songying Wang、Baohua Huang

  DOI：10.1016/j.tet.2015.04.054

  日期：2015.6

  One novel tetranuclear Cd(II) complex with formula [Cd4L6(NO3)2] (1) is accessible by solvothermal reaction of Cd(NO3)2 with a (E)-2-[2-(3-thienyl)ethenyl]-8-quinolinol ligand (HL), which was characterized by means of 1H NMR, ESI-MS, elemental analysis, IR and TGA. X-ray structural analysis indicated that 1 exhibited a double open cubane-like core structure, which was bridged by six 8-hydroxyquinolinate-based

  一种新型的具有式[Cd 4 L 6（NO 3）2 ]（1）的四核Cd（II）络合物可通过Cd（NO 3）2与（E）-2- [2-（3-噻吩基]乙烯基] -8-喹啉醇配体（HL），通过1 H NMR，ESI-MS，元素分析，IR和TGA表征。X射线结构分析表明1展示了一个双重开放的类似古巴的核心结构，该结构被六个基于8-羟基喹啉酸酯的配体桥接。丰富的芳族堆积相互作用和非经典的CH···O弱相互作用维持了堆积结构。镉盐和HL在溶液中的配位行为是通过UV-vis和光致发光（PL）进行的。实验结果证实了在室温下固态下标题化合物的发射光谱给出了强烈的黄绿色发光。此外，还研究了与该化合物相互作用的C 60和EtBr-DNA的热稳定性，荧光寿命，电子计算和猝灭行为。