1,5-dimethyl-2-phenyl-4-((trimethylsilyl)ethynyl)-1H-imidazole | 954213-73-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,5-dimethyl-2-phenyl-4-((trimethylsilyl)ethynyl)-1H-imidazole
• CAS: 954213-73-1
• 化学式: C₁₆H₂₀N₂Si
• 分子量: 268.434
• InChiKey: YVCGZUXQRPANDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  17.82
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,5-dimethyl-2-phenyl-4-((trimethylsilyl)ethynyl)-1H-imidazole 在 四(三苯基膦)钯 copper(l) iodide 、 四丁基氟化铵 、 二异丙胺 、 silver(l) oxide 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 159.5h， 生成 5,5'-(anthracene-9,10-diylbis(ethyne-2,1-diyl))bis(1,3,4-trimethyl-2-phenyl-1H-imidazol-3-ium) iodide
  参考文献：
  名称：

  Engineering Control over the Conformation of the Alkyne−Aryl Bond by the Introduction of Cationic Charge

  摘要：

  A novel arylene-ethynylene molecule has been synthesized. This molecule is more stable in a coplanar form than in a twisted form as in the cases of typical arylene-ethynylene molecules. When the cationic charge was introduced into the pi-conjugated system, the perpendicularly twisted form became more stable than the coplanar state. The conformational change was controlled by introduction and removal of cationic charge, confirmed by the absorption and fluorescence spectroscopy and DFT calculation.

  DOI：

  10.1021/ol7016966
• 作为产物：
  描述：

  1,5-dimethyl-2-phenyl-1H-imidazole 在 四(三苯基膦)钯 copper(l) iodide 、 硫酸 、 碘 、 碘酸 、 silver(l) oxide 作用下， 以 四氢呋喃 、 水 、 溶剂黄146 为溶剂， 反应 15.0h， 生成 1,5-dimethyl-2-phenyl-4-((trimethylsilyl)ethynyl)-1H-imidazole
  参考文献：
  名称：

  Engineering Control over the Conformation of the Alkyne−Aryl Bond by the Introduction of Cationic Charge

  摘要：

  A novel arylene-ethynylene molecule has been synthesized. This molecule is more stable in a coplanar form than in a twisted form as in the cases of typical arylene-ethynylene molecules. When the cationic charge was introduced into the pi-conjugated system, the perpendicularly twisted form became more stable than the coplanar state. The conformational change was controlled by introduction and removal of cationic charge, confirmed by the absorption and fluorescence spectroscopy and DFT calculation.

  DOI：

  10.1021/ol7016966