2-(2,4-difluorophenyl)-4,5-diphenyl-1H-imidazole | 193466-94-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2,4-difluorophenyl)-4,5-diphenyl-1H-imidazole
• CAS: 193466-94-3
• 化学式: C₂₁H₁₄F₂N₂
• 分子量: 332.352
• InChiKey: HWFZWDYLMDOWOU-UHFFFAOYSA-N

物化性质

• 沸点：
  499.6±45.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,4-二氟苯甲醛 、 联苯甲酰 在 C₂₈H₂₆Br₂N₂NiO₄ 、 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 0.33h， 以87%的产率得到2-(2,4-difluorophenyl)-4,5-diphenyl-1H-imidazole
  参考文献：
  名称：

  微波辅助镍催化一锅法合成 2,4,5-三取代咪唑

  摘要：

  描述了一种使用新开发的希夫碱复合镍催化剂 (Ni-C) 的新型、高效和单锅微波辅助合成 2,4,5-三取代咪唑。该方法涉及在 Ni-C 催化剂存在下使各种醛与苯甲醇和乙酸铵反应，以优异的收率提供环化产物。Ni-C 催化剂在微波反应器中表现出显着的催化活性。催化剂可以通过简单的过滤很容易地回收和重复使用。

  DOI：

  10.1055/s-0035-1560825

文献信息

• Photophysical studies of some heterocyclic chromophores as potential NLO materials
  作者：Jayaraman Jayabharathi、Venugopal Thanikachalam、Karunamoorthy Jayamoorthy

  DOI：10.1016/j.saa.2011.12.031

  日期：2012.4

  Some new heterocyclic chromophores have been synthesized by greenway method. These chromophores have been evaluated by analysing their solvatochromic properties and molecular optical nonlinearities. Their hyperpolarizability (beta) has been calculated theoretically. The non-zero tensor components of the imidazole derivatives reveal that they possess potent non-linear optical (NLO) behaviour. Measurements of absorption solvatochromism have been interpreted with Marcus and Reichardt-Dimroth solvent functions to estimate the transition dipoles. Good correlation exists between absorption as well as fluorescence wavenumbers obtained by the multi-component linear regression employing the Taft and Catalan solvent parameters with the experimental values. (C) 2011 Elsevier B.V. All rights reserved.
• Physicochemical studies of chemosensor imidazole derivatives: DFT based ESIPT process
  作者：Jayaraman Jayabharathi、Venugopal Thanikachalam、Karunamoorthy Jayamoorthy

  DOI：10.1016/j.saa.2011.12.053

  日期：2012.4

  A series of substituted imidazoles have been synthesized in very good yield under a solvent free condition using molecular iodine as the catalyst. An excited state intramolecular proton transfer (ESIPT) process in hydroxy imidazole has been studied using emission spectroscopy. DFT calculations on energy, dipole moment, charge distribution of the rotamers in the ground and excited states of the imidazole derivatives have been performed and discussed. DFT analysis about HOMO, HOMO-1, LUMO and LUMO+1 has been carried out and discussed. The energy barrier for the interconversion of two rotamers is too high in the excited state than the ground state that is shown by PES calculation. The molecular electrostatic potential surface (MEP) has also been employed to show the higher electron density at N(3) nitrogen. Fluorescence enhancement has been found in the presence of transition metal ions and this may result from the suppression of radiationless transitions from the n-pi* state in the chemosensors. (C) 2012 Elsevier B.V. All rights reserved.