4,5-bis(5-chloro-2-methylthiophen-3-yl)-2-(2-methoxyphenyl)-1H-imidazole | 1357284-24-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-bis(5-chloro-2-methylthiophen-3-yl)-2-(2-methoxyphenyl)-1H-imidazole
• CAS: 1357284-24-2
• 化学式: C₂₀H₁₆Cl₂N₂OS₂
• 分子量: 435.398
• InChiKey: WJMCHJCUTZEUMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  94.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,5-bis(5-chloro-2-methylthiophen-3-yl)-2-(2-methoxyphenyl)-1H-imidazole 在 air 作用下， 以 四氢呋喃 为溶剂， 反应 0.83h， 以51%的产率得到
  参考文献：
  名称：

  Synthesis and photophysical properties of thiolactone derivatives

  摘要：

  A class of bis-thiolactone derivatives is prepared by photo-conversion of photochromic diarylethenes with a bis (5-chloro-2-methylthiophen-3-yl) system in moderate yields (50-60%). Bis-thiolactone derivatives show fluorescence in solution with moderate fluorescent quantum yields (0.11-0.17). Reaction mechanism exhibits that the photo-conversion of diarylethenes to bis-thiolactone derivatives undergoes a two-step reaction: photocyclization and photo-oxidation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.057
• 作为产物：
  描述：

  2-氯-5-甲基噻吩 在 吡啶 、 ammonium acetate 、 溶剂黄146 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 4,5-bis(5-chloro-2-methylthiophen-3-yl)-2-(2-methoxyphenyl)-1H-imidazole
  参考文献：
  名称：

  Synthesis and photophysical properties of thiolactone derivatives

  摘要：

  A class of bis-thiolactone derivatives is prepared by photo-conversion of photochromic diarylethenes with a bis (5-chloro-2-methylthiophen-3-yl) system in moderate yields (50-60%). Bis-thiolactone derivatives show fluorescence in solution with moderate fluorescent quantum yields (0.11-0.17). Reaction mechanism exhibits that the photo-conversion of diarylethenes to bis-thiolactone derivatives undergoes a two-step reaction: photocyclization and photo-oxidation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.057

文献信息

• Modulation of absorption and fluorescence of photochromic diarylethene by intramolecular hydrogen bond
  作者：Huan-Huan Liu、Yi Chen

  DOI：10.1002/poc.1885

  日期：2012.2

  Photochromic diarylethenes bearing an intramolecular hydrogen bond in bridge moiety have been prepared. It is found that intramolecular hydrogen bonding has a great effect on both absorption and fluorescence of diarylethenes. The color change of diarylethenes in a wide range (purple, blue and green) can be achieved by simple modification of the electronic properties of substituents in bridge moiety

  已经制备了在桥部分中带有分子内氢键的光致变色二蒽。发现分子内氢键对二芳烃的吸收和荧光都有很大影响。通过简单地修饰桥基部分中取代基的电子性质，可以实现大范围（紫色，蓝色和绿色）的二芳烃的颜色变化，并且当二芳烃在桥基部分具有分子内氢键时，也可以获得荧光二芳烃。版权所有©2011 John Wiley＆Sons，Ltd.
• Imidazole-Based Dithienylethenes: Synthesis, Photochromism, and Effects of Metal Ions
  作者：C. Zhang、Z. Chen、C. Jiang、Guang-Ao Yu、S. H. Liu、J. Yin

  DOI：10.1080/15421406.2012.762497

  日期：2013.6.1

  A series of imidazole-bridging dithienylethenes was synthesized by the condensation of thiophene-based diketone and methoxyl-substituted benzaldehyde. Their UVVis absorption and fluorescent spectra were investigated before and after irradiation with UV light. It is worth mentioning that the metal ions such as Cd2+, Cu2+, Fe3+ can obviously enhance the intensity of emission spectra.