3-(4-fluorophenyl)-1,4-diphenyl-1H-pyrazolo[3,4-b]quinoline | 1251470-55-9

• 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: 3-(4-fluorophenyl)-1,4-diphenyl-1H-pyrazolo[3,4-b]quinoline
• 英文别名: 1,4-diphenyl-3-(4-fluorophenyl)-1H-pirazolo[3,4-b]quinoline；PQF3；3-(4-Fluorophenyl)-1,4-diphenylpyrazolo[3,4-b]quinoline；3-(4-fluorophenyl)-1,4-diphenylpyrazolo[3,4-b]quinoline
• CAS: 1251470-55-9
• 化学式: C₂₈H₁₈FN₃
• 分子量: 415.469
• InChiKey: AEPYMNKUMXFRCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3(p-fluorophenyl)-1-phenyl-2-pyrazolin-5-one 、 2-氨基二苯甲酮 以 乙二醇 为溶剂， 反应 24.0h， 以40%的产率得到3-(4-fluorophenyl)-1,4-diphenyl-1H-pyrazolo[3,4-b]quinoline
  参考文献：
  名称：

  Optical absorption measurements and quantum-chemical simulations of optical properties of novel fluoro derivatives of pyrazoloquinoline

  摘要：

  The results of experimental research and quantum-chemical simulations of the absorption spectra of 1( 4-fluorophenyl)-3,4-diphenyl, 3-(4-fluorophenyl)-1,4-diphenyl, and 4-(4-fluorophenyl)-1,3-diphenyl-pyrazolo[3,4-b] quinoline are presented. Although the fluorine atom is located on different phenyl rings in these molecules, the absorption spectra do not differ significantly. Semi-empirical AM1, PM3 and RM1 methods, as well as ab initio ADF code-based calculations were used to optimize geometry, calculate the infrared and visible spectra of the afore mentioned compounds and analyze the molecular orbitals schemes. The results of calculations are in good agreement with the experimental data. It was also demonstrated that the positions of the fluorescence maxima depend significantly on the solvent (contrary to the absorption spectra), in which the molecules are embedded, which allows for manipulating with fluorescence properties of the synthesized molecules by changing the solvent. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.chemphys.2010.01.001

文献信息

• Optical absorption measurements and quantum-chemical simulations of optical properties of novel fluoro derivatives of pyrazoloquinoline
  作者：M.G. Brik、W. Kuznik、E. Gondek、I.V. Kityk、T. Uchacz、P. Szlachcic、B. Jarosz、K.J. Plucinski

  DOI：10.1016/j.chemphys.2010.01.001

  日期：2010.5

  The results of experimental research and quantum-chemical simulations of the absorption spectra of 1( 4-fluorophenyl)-3,4-diphenyl, 3-(4-fluorophenyl)-1,4-diphenyl, and 4-(4-fluorophenyl)-1,3-diphenyl-pyrazolo[3,4-b] quinoline are presented. Although the fluorine atom is located on different phenyl rings in these molecules, the absorption spectra do not differ significantly. Semi-empirical AM1, PM3 and RM1 methods, as well as ab initio ADF code-based calculations were used to optimize geometry, calculate the infrared and visible spectra of the afore mentioned compounds and analyze the molecular orbitals schemes. The results of calculations are in good agreement with the experimental data. It was also demonstrated that the positions of the fluorescence maxima depend significantly on the solvent (contrary to the absorption spectra), in which the molecules are embedded, which allows for manipulating with fluorescence properties of the synthesized molecules by changing the solvent. (C) 2010 Elsevier B.V. All rights reserved.