10-methoxy-2-phenylbenzo[h]quinoline | 1280181-21-6

• 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: 10-methoxy-2-phenylbenzo[h]quinoline
• 英文别名: MPBQ；10-Methoxy-2-phenylbenzo[h]quinoline
• CAS: 1280181-21-6
• 化学式: C₂₀H₁₅NO
• 分子量: 285.345
• InChiKey: YRMKDOZXXMMUBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  溴苯 、 10-methoxybenzo[h]quinoline 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.83h， 以42%的产率得到10-methoxy-2-phenylbenzo[h]quinoline
  参考文献：
  名称：

  Experimental and theoretical study of 10-methoxy-2-phenylbenzo[h]quinoline

  摘要：

  10-Methoxy-2-phenylbenzo[h]quinoline (MPBQ) has been synthesized and characterized by NMR and X-ray single crystal diffraction. Both the ground and the lowest singlet excited-state geometries of MPBQ were optimized by B3LYP and ab initio CIS methods at 6-31G (d,p) level, respectively. The absorption and emission spectra of the compound were experimentally determined in CH3CN solution and were simultaneously computed using density functional theory (DFT) and time-dependent density functional theory (TDDFT) in CH3CN solution. The calculated absorption and emission wavelengths were in good agreement with the experimental ones. The calculated lowest-lying absorption spectra can be mainly attributed to intramolecular charge transfer (ICT). And the calculated fluorescence spectra can be mainly described as originating from an excited state with intramolecular charge transfer (ICT) character. These results show that MPBQ exhibited excellent thermal stability and could serve as a useful photoluminescence material. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2010.12.067

文献信息

• Experimental and theoretical study of 10-methoxy-2-phenylbenzo[h]quinoline
  作者：Dong Zhenming、Shi Heping、Liu Yufang、Liu Diansheng、Liu Bo

  DOI：10.1016/j.saa.2010.12.067

  日期：2011.3

  10-Methoxy-2-phenylbenzo[h]quinoline (MPBQ) has been synthesized and characterized by NMR and X-ray single crystal diffraction. Both the ground and the lowest singlet excited-state geometries of MPBQ were optimized by B3LYP and ab initio CIS methods at 6-31G (d,p) level, respectively. The absorption and emission spectra of the compound were experimentally determined in CH3CN solution and were simultaneously computed using density functional theory (DFT) and time-dependent density functional theory (TDDFT) in CH3CN solution. The calculated absorption and emission wavelengths were in good agreement with the experimental ones. The calculated lowest-lying absorption spectra can be mainly attributed to intramolecular charge transfer (ICT). And the calculated fluorescence spectra can be mainly described as originating from an excited state with intramolecular charge transfer (ICT) character. These results show that MPBQ exhibited excellent thermal stability and could serve as a useful photoluminescence material. (C) 2010 Elsevier B.V. All rights reserved.