5-dodecinoylamino-8-hydroxyquinoline hydrochloride | 662145-82-6

• 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: 5-dodecinoylamino-8-hydroxyquinoline hydrochloride
• 英文别名: N-(8-hydroxyquinolin-5-yl)dodecanamide;hydrochloride
• CAS: 662145-82-6
• 化学式: C₂₁H₃₀N₂O₂*ClH
• 分子量: 378.942
• InChiKey: GUQHIVWUGSWLJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.22
• 重原子数：
  26.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  62.22
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-dodecinoylamino-8-hydroxyquinoline hydrochloride 、 水 、 zinc(II) chloride 在 乙酸铵 作用下， 以 甲醇 、 水 为溶剂， 以84%的产率得到bis[5-dodecinoylamino-8-hydroxyquinolinate]zinc(II) dihydrate
  参考文献：
  名称：

  Fine-tuning the luminescent properties of metal-chelating 8-hydroxyquinolines through amido substituents in 5-position

  摘要：

  New series of 5-substituted-8-hydroxyquinolines HLn, (1-6) bearing aliphatic or aromatic amido groups were synthesised. The chelating ability of these ligands toward the zinc(II) ion was tested and the photophysical characterisation of the resulting complexes (ZnLn)(2)(.)2H(2)O (7-12) is reported and compared to those of the uncomplexed ligands. The photophysical data of 1-6 revealed interesting differences between aliphatic (1-3) and aromatic (4-6) amido-substituted species which, however, are no longer evident upon metal complexation. In fact while the ligands 1-3 showed a very high quantum yield (2, lambda(em) = 470 nm; Phi = 0.22) higher than that of the unsubstituted HQ compound, the ligands 4-6 displayed low quantum yield, similar to that of the complexes 7-12, which was in turn lower than that of ZnQ(2) (.) 2H(2)O. The behaviour of these compounds is discussed with particular reference to the possibility of controlling the photophysical properties of such compounds through selective modification of the amido substituents. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(03)00427-4

文献信息

• Fine-tuning the luminescent properties of metal-chelating 8-hydroxyquinolines through amido substituents in 5-position
  作者：Mauro Ghedini、Massimo La Deda、Iolinda Aiello、Annarita Grisolia

  DOI：10.1016/s0020-1693(03)00427-4

  日期：2004.1

  New series of 5-substituted-8-hydroxyquinolines HLn, (1-6) bearing aliphatic or aromatic amido groups were synthesised. The chelating ability of these ligands toward the zinc(II) ion was tested and the photophysical characterisation of the resulting complexes (ZnLn)(2)(.)2H(2)O (7-12) is reported and compared to those of the uncomplexed ligands. The photophysical data of 1-6 revealed interesting differences between aliphatic (1-3) and aromatic (4-6) amido-substituted species which, however, are no longer evident upon metal complexation. In fact while the ligands 1-3 showed a very high quantum yield (2, lambda(em) = 470 nm; Phi = 0.22) higher than that of the unsubstituted HQ compound, the ligands 4-6 displayed low quantum yield, similar to that of the complexes 7-12, which was in turn lower than that of ZnQ(2) (.) 2H(2)O. The behaviour of these compounds is discussed with particular reference to the possibility of controlling the photophysical properties of such compounds through selective modification of the amido substituents. (C) 2003 Elsevier B.V. All rights reserved.