1-phenyl-3-methyl-4-(4-dimethylaminobenzoyl)-5-pyrazolone | 872458-57-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-phenyl-3-methyl-4-(4-dimethylaminobenzoyl)-5-pyrazolone
• 英文别名: 4-[4-(dimethylamino)benzoyl]-5-methyl-2-phenyl-4H-pyrazol-3-one
• CAS: 872458-57-6
• 化学式: C₁₉H₁₉N₃O₂
• 分子量: 321.379
• InChiKey: UMBBYFXMKBJRGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  53
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  gadolinium(III) nitrate hexahydrate 、 1-phenyl-3-methyl-4-(4-dimethylaminobenzoyl)-5-pyrazolone 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 tris[1-phenyl-3-methyl-4-(4-(dimethylamino)benzoyl)-5-pyrazolonato]gadolinium dihydrate
  参考文献：
  名称：

  Tuning the Triplet Energy Levels of Pyrazolone Ligands to Match the ⁵D₀ Level of Europium(III)

  摘要：

  Three pyrazolone-based ligands, namely 1-phenyl-3-methyl-4-(1- naphthoyl)-5-pyrazolone (HL1), 1-phenyl-3-methyl-4-(4-dimethylaminobenzoyl)-5-pyrazolone (HL2), and 1-phenyl-3-methyl-4-(4-cyanobenzoyl)-5-pyrazolone (W), were synthesized by introducing electron-poor or electron-rich aryl substituents at the 4-position of the pyrazolone ring. Their corresponding europium complexes Eu(LX)(3)(H2O)(2) and Eu(LX)(3)(TPPO)(H2O) (X = 1-3) were characterized by photophysical studies. The characteristic Eu(Ill) emission of these complexes with at most 9.2 x 10(-3) of fluorescent quantum yield was observed at room temperature. The results show that the modification of ligands tunes the triplet energy levels of three pyrazolone-based ligands to match the D-5(0) energy level of Eu3+ properly and improves the energy transfer efficiency from antenna to Eu3+, therefore enhancing the Eu(Ill) emission intensity. The highest energy transfer efficiency and probability of lanthanide emission of Eu(L1)(3)(H2O)(2) are 35.1% and 2.6%, respectively, which opens up broad prospects for improving luminescent properties of Eu(III) complexes by the modification of ligands. Furthermore, the electroluminescent properties of Eu(L1)(3)(TPPO)(H2O) were also investigated.

  DOI：

  10.1021/ic050844p