N-(bis(4-(trifluoromethyl)phenyl)phosphoryl)benzamide | 1569844-10-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(bis(4-(trifluoromethyl)phenyl)phosphoryl)benzamide
• CAS: 1569844-10-5
• 化学式: C₂₁H₁₄F₆NO₂P
• 分子量: 457.312
• InChiKey: YQPGEWLPDANNSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.38
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  [(4CF₃ppy)₂Ir(μ-Cl)]₂ 、 N-(bis(4-(trifluoromethyl)phenyl)phosphoryl)benzamide 在 potassium tert-butylate 作用下， 以 甲醇 、 乙二醇乙醚 为溶剂， 反应 12.0h， 以46.7%的产率得到
  参考文献：
  名称：

  Syntheses, crystal structure, photophysical property and theoretical study of a new series of iridium complexes with N-(diphenylphosphoryl)benzamide derivatives as the ancillary ligands

  摘要：

  Seven iridium complexes with the general structure of (tfmppy)(2)Ir(L-1-L-7) (tfmppy = 4-trifluoromethyl phenylpyridine) were synthesized, where ancillary ligands L1-L7 are fluorine-or trifluoromethyl-substituted (-F or -CF3) N-(diphenylphosphoryl)benzamide derivatives. Single crystal X-ray diffraction study was undertaken on all complexes, which showed that each adopted the distorted octahedral coordination geometry with the conventional trans-N, cis-C arrangement in the coordination sphere. Electrochemical study confirmed the electron-withdrawing -F and -CF3 substituents on the ancillary ligands have effects on the Ir-III/IV redox couples and HOMO/LUMO energy levels. Density functional theory (DFT) calculation results showed that the HOMOs are composed of Ir 5d orbital (about 55%) and pi orbitals of the phenyl rings (about 38%) in tfmppy ligands, whilst the LUMOs are mostly localized on both the phenyl and pyridine rings of tfmppy (about 90%). All the complexes own the similar emission peaks around 520 nm with short phosphorescent decay time about 2 mu s at ambient temperature and relatively high internal quantum efficiencies from 37.5 to 61.2%. This work showed that the iridium complexes with N-(diphenylphosphoryl)benzamide derivatives as the ancillary ligands possess the potential as phosphorence dopants in the organic light-emitting diodes (OLEDs). (C) 2014 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2014.01.014
• 作为产物：
  描述：

  在 双氧水 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以0.76 g的产率得到N-(bis(4-(trifluoromethyl)phenyl)phosphoryl)benzamide
  参考文献：
  名称：

  Syntheses, crystal structure, photophysical property and theoretical study of a new series of iridium complexes with N-(diphenylphosphoryl)benzamide derivatives as the ancillary ligands

  摘要：

  Seven iridium complexes with the general structure of (tfmppy)(2)Ir(L-1-L-7) (tfmppy = 4-trifluoromethyl phenylpyridine) were synthesized, where ancillary ligands L1-L7 are fluorine-or trifluoromethyl-substituted (-F or -CF3) N-(diphenylphosphoryl)benzamide derivatives. Single crystal X-ray diffraction study was undertaken on all complexes, which showed that each adopted the distorted octahedral coordination geometry with the conventional trans-N, cis-C arrangement in the coordination sphere. Electrochemical study confirmed the electron-withdrawing -F and -CF3 substituents on the ancillary ligands have effects on the Ir-III/IV redox couples and HOMO/LUMO energy levels. Density functional theory (DFT) calculation results showed that the HOMOs are composed of Ir 5d orbital (about 55%) and pi orbitals of the phenyl rings (about 38%) in tfmppy ligands, whilst the LUMOs are mostly localized on both the phenyl and pyridine rings of tfmppy (about 90%). All the complexes own the similar emission peaks around 520 nm with short phosphorescent decay time about 2 mu s at ambient temperature and relatively high internal quantum efficiencies from 37.5 to 61.2%. This work showed that the iridium complexes with N-(diphenylphosphoryl)benzamide derivatives as the ancillary ligands possess the potential as phosphorence dopants in the organic light-emitting diodes (OLEDs). (C) 2014 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2014.01.014