2-(2,2,2-trifluoroethyl)-1-indone | 130481-04-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 2-(2,2,2-trifluoroethyl)-1-indone
• 英文别名: 2-Trifluoroacetyl-1-indanone；2,2,2-trifluoro-1-(3-hydroxy-1H-inden-2-yl)ethanone
• CAS: 130481-04-8
• 化学式: C₁₁H₇F₃O₂
• 分子量: 228.171
• InChiKey: OCSUYHSDXCJKHN-UHFFFAOYSA-N

物化性质

• 沸点：
  275.5±40.0 °C(Predicted)
• 密度：
  1.496±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  europium(III) chloride hexahydrate 、 2-(2,2,2-trifluoroethyl)-1-indone 在 NaOH 作用下， 以 甲醇 为溶剂， 以87%的产率得到[Eu(2-(2,2,2-trifluoroethyl)-1-indone(-1H))3(H2O)2]
  参考文献：
  名称：

  Synthesis, Crystal Structure, and Luminescent Properties of 2-(2,2,2-Trifluoroethyl)-1-indone Lanthanide Complexes

  摘要：

  A new beta-diketone, 2-(2,2,2-trifluoroethyl)-1-indone (TFI), which contains a trifluorinated alkyl group and a rigid indone group, has been designed and employed for the synthesis of two series of new TFI lanthanide complexes with a general formula [Ln(TFI)(3)L] [Ln = Eu, L = (H2O)(2) (1), bpy (2), and phen (3); Ln = Sm, L = (H2O)(2) (4), bpy (5), and phen (6); bpy = 2,2'-bipyridine, phen = 1,10-phenanthroline]. X-ray crystallographic analysis reveals that complexes 1-6 are mononuclear, with the central Ln(3+) ion eight-coordinated by six oxygen atoms furnished by three TFI ligands and two O/N atoms from ancillary ligand(s). The room-temperature photoluminescence (PL) spectra of complexes 1-6 show strong characteristic emissions of the corresponding Eu3+ and Sm3+ ions, and the substitution of the solvent molecules by bidentate nitrogen ligands essentially enhances the luminescence quantum yields and lifetimes of the complexes.

  DOI：

  10.1021/ic202473b
• 作为产物：
  描述：

  三氟乙酸乙酯 、 1-茚酮 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以79%的产率得到2-(2,2,2-trifluoroethyl)-1-indone
  参考文献：
  名称：

  Synthesis, Crystal Structure, and Luminescent Properties of 2-(2,2,2-Trifluoroethyl)-1-indone Lanthanide Complexes

  摘要：

  A new beta-diketone, 2-(2,2,2-trifluoroethyl)-1-indone (TFI), which contains a trifluorinated alkyl group and a rigid indone group, has been designed and employed for the synthesis of two series of new TFI lanthanide complexes with a general formula [Ln(TFI)(3)L] [Ln = Eu, L = (H2O)(2) (1), bpy (2), and phen (3); Ln = Sm, L = (H2O)(2) (4), bpy (5), and phen (6); bpy = 2,2'-bipyridine, phen = 1,10-phenanthroline]. X-ray crystallographic analysis reveals that complexes 1-6 are mononuclear, with the central Ln(3+) ion eight-coordinated by six oxygen atoms furnished by three TFI ligands and two O/N atoms from ancillary ligand(s). The room-temperature photoluminescence (PL) spectra of complexes 1-6 show strong characteristic emissions of the corresponding Eu3+ and Sm3+ ions, and the substitution of the solvent molecules by bidentate nitrogen ligands essentially enhances the luminescence quantum yields and lifetimes of the complexes.

  DOI：

  10.1021/ic202473b

文献信息

• Local Coordination Geometry Perturbed β-Diketone Dysprosium Single-Ion Magnets
  作者：Jing Zhu、Changzheng Wang、Fang Luan、Tianqi Liu、Pengfei Yan、Guangming Li

  DOI：10.1021/ic500501r

  日期：2014.9.2

  A series of three beta-diketone mononuclear dysprosium complexes, namely, Dy(TFI)(3)(H2O)(2) (1), Dy(TFI)(3)(bpy) (2), and [Dy(TFI)(3)(Phen)]center dot 0.02CHCl(3) (3) (TFI = 2-(2,2,2-trifluoroethyl)-1-indone, bpy = 2,2'-bipyridine, phen = 1,10-phenanthroline) have been designed and synthesized. Crystal structure analysis reveals that complexes 1-3 have haveisomorphic structures in which the central Dy(III) ion is eight-coordinated by six oxygen atoms from three TFI ligands and two O/N atoms from auxiliary ligands, forming a distorted bicapped trigonal prismatic geometry for 1, a distorted dodecahedral geometry for 2, and a distorted square antiprismatic geometry for 3, respectively. Magnetic studies indicate that complex 2 with D-2d symmetry and 3 with D-4d symmetry exhibit slow magnetic relaxation with barrier heights (U-eff/k(B)) of 48.8 K for 2 and 57.9 K for 3. Strikingly, the relaxation time (tau) of 0.0258 s for 3 is about 20 times that for 2, which is presumably associated with larger rotation of the SAP surroundings for 3. Further, complexes 2 and 3 exhibit essential magnetic hysteresis loops at 1.8 K. These extend the recent reports of the single-ion magnets (SIMs) of beta-diketone mononuclear dysprosium complexes.
• Synthesis, Crystal Structure, and Luminescent Properties of 2-(2,2,2-Trifluoroethyl)-1-indone Lanthanide Complexes
  作者：Jingya Li、Hongfeng Li、Pengfei Yan、Peng Chen、Guangfeng Hou、Guangming Li

  DOI：10.1021/ic202473b

  日期：2012.5.7

  A new beta-diketone, 2-(2,2,2-trifluoroethyl)-1-indone (TFI), which contains a trifluorinated alkyl group and a rigid indone group, has been designed and employed for the synthesis of two series of new TFI lanthanide complexes with a general formula [Ln(TFI)(3)L] [Ln = Eu, L = (H2O)(2) (1), bpy (2), and phen (3); Ln = Sm, L = (H2O)(2) (4), bpy (5), and phen (6); bpy = 2,2'-bipyridine, phen = 1,10-phenanthroline]. X-ray crystallographic analysis reveals that complexes 1-6 are mononuclear, with the central Ln(3+) ion eight-coordinated by six oxygen atoms furnished by three TFI ligands and two O/N atoms from ancillary ligand(s). The room-temperature photoluminescence (PL) spectra of complexes 1-6 show strong characteristic emissions of the corresponding Eu3+ and Sm3+ ions, and the substitution of the solvent molecules by bidentate nitrogen ligands essentially enhances the luminescence quantum yields and lifetimes of the complexes.