1-(naphthalene-1-yl)-2,4,5-triphenyl-1H-imidazole | 1627572-80-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(naphthalene-1-yl)-2,4,5-triphenyl-1H-imidazole
• 英文别名: 1-(Naphthalene-1-yl)-2,4,5-triphenyl-1h-imidazole；1-naphthalen-1-yl-2,4,5-triphenylimidazole
• CAS: 1627572-80-8
• 化学式: C₃₁H₂₂N₂
• 分子量: 422.529
• InChiKey: ZNEUDPMBDPGCOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(naphthalene-1-yl)-2,4,5-triphenyl-1H-imidazole 在 磷酸 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Enhancing the photoluminescence of 1-(naphthalene-1-yl)-2,4,5-triphenyl-1H-imidazole anchored to superparamagnetic nanoparticles

  摘要：

  Synthesis and characterization of 1-(naphthalene-1-yl)-2,4,5-triphenyl-1H-imidazole has been carried out by spectral studies. The synthesized phosphated imidazole and phosphated imidazole bound magnetic nanoparticles were characterized using fourier-transform infrared spectroscopy (FT-IR), scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy (EDS) and powder X-ray diffraction (XRD). The photophysical characteristics of the synthesized phosphated imidazole and phosphated imidazole bound magnetic nanoparticles were investigated by steady-state absorption and emission spectra as well as time resolved fluorometry. The intensities of absorption and emission maxima increase in the following order, phosphated imidazole bound Fe2O3 > phosphated imidazole > imidazole. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.07.042
• 作为产物：
  描述：

  1-萘胺 、 苯甲醛 、 联苯甲酰 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 生成 1-(naphthalene-1-yl)-2,4,5-triphenyl-1H-imidazole
  参考文献：
  名称：

  Enhancing the photoluminescence of 1-(naphthalene-1-yl)-2,4,5-triphenyl-1H-imidazole anchored to superparamagnetic nanoparticles

  摘要：

  Synthesis and characterization of 1-(naphthalene-1-yl)-2,4,5-triphenyl-1H-imidazole has been carried out by spectral studies. The synthesized phosphated imidazole and phosphated imidazole bound magnetic nanoparticles were characterized using fourier-transform infrared spectroscopy (FT-IR), scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy (EDS) and powder X-ray diffraction (XRD). The photophysical characteristics of the synthesized phosphated imidazole and phosphated imidazole bound magnetic nanoparticles were investigated by steady-state absorption and emission spectra as well as time resolved fluorometry. The intensities of absorption and emission maxima increase in the following order, phosphated imidazole bound Fe2O3 > phosphated imidazole > imidazole. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.07.042

文献信息

• Dynamics of Solvent Controlled ESIPT of π-Expanded Imidazole Derivatives - pH Effect
  作者：J. Jayabharathi、V. Kalaiarasi、V. Thanikachalam、K. Jayamoorthy

  DOI：10.1007/s10895-013-1336-1

  日期：2014.3

  A set of π-expanded imidazole derivatives employing excited state intramolecular proton transfer (ESIPT) was designed and synthesized. The relationship between the structure and photophysical properties were thoroughly elucidated by comparing with the analogue blocked with ESIPT functionality. The compound possessing an acidic NH function as part of an intramolecular hydrogen bond system has much higher fluorescence quantum yield and Stokes shift and the π-expansion strongly influences the optical properties. The occurrence of ESIPT for imidazole tosylamide derivatives were less affected by the hydrogen-bonding ability of the solvents compared to the unprotected amine. The low pKa values for the monocation ⇌ neutral equilibrium indicate the presence of intramolecular hydrogen bonding between the amino proton and tertiary nitrogen atom.

  设计并合成了一组利用激发态分子内质子转移（ESIPT）的π-扩展咪唑衍生物。通过与阻断了 ESIPT 功能的类似物进行比较，深入阐明了其结构与光物理特性之间的关系。作为分子内氢键系统的一部分，具有酸性 NH 功能的化合物具有更高的荧光量子产率和斯托克斯位移，而且 π 的扩展对其光学性质有很大影响。与未受保护的胺相比，咪唑对甲苯磺酰胺衍生物发生 ESIPT 的情况受溶剂氢键能力的影响较小。单定位⇌中性平衡的 pKa 值较低，表明氨基质子和叔氮原子之间存在分子内氢键。