1-phenylethynyl-2-[(triisopropylsilanyl)-ethynyl]imidazole | 486999-98-8

• 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-phenylethynyl-2-[(triisopropylsilanyl)-ethynyl]imidazole
• 英文别名: 2-[1-(2-Phenylethynyl)imidazol-2-yl]ethynyl-tri(propan-2-yl)silane
• CAS: 486999-98-8
• 化学式: C₂₂H₂₈N₂Si
• 分子量: 348.563
• InChiKey: YFCFQDTUIBBVIS-UHFFFAOYSA-N

物化性质

• 沸点：
  430.9±28.0 °C(Predicted)
• 密度：
  0.91±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.31
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 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-phenylethynyl-2-[(triisopropylsilanyl)-ethynyl]imidazole 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 生成 2-ethynyl-1-(phenylethynyl)-1H-imidazole
  参考文献：
  名称：

  Intra- and intermolecular trapping of cyclopentapyrazine carbenes derived from 1,2-dialkynylimidazoles

  摘要：

  The thermolysis of 1,2-dialkynylimidazoles in benzene solution affords high yields of 7-pheiiyl-5H-cyclopentapyrazines, which presumably form by solvent trapping of cyclopentapyrazine carbene intermediates. In cases where dialkynylimidazole contains side chains that can participate in intramolecular carbene C-H insertion or olefin addition, these processes compete with solvent addition to afford novel tri- and tetracyclic pyrazines, which can be obtained in good yield when the thermolysis is carried out in hexafluoro benzene. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.11.010
• 作为产物：
  描述：

  phenyl(phenylethynyl)iodonium tosylate 在 四(三苯基膦)钯 copper(l) iodide 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 三乙胺 为溶剂， 反应 4.0h， 生成 1-phenylethynyl-2-[(triisopropylsilanyl)-ethynyl]imidazole
  参考文献：
  名称：

  Synthesis and Thermolysis of Heterocyclic 3-Aza-3-ene-1,5-diynes¹

  摘要：

  [GRAPHICS]Simple, acyclic 3-aza-3-ene-1,5-diynes undergo an aza-Bergman rearrangement to a fleeting 2,5-didehydropyridine (2,5-ddp) intermediate that rapidly ring-opens to beta-alkynylacrylonitrile products. In an effort to access longer-lived 2,5-ddp intermediates, we have prepared heterocyclic 3-aza-3-ene-1,5-diynes. The thermolysis of one such heterocyclic aza-enedlyne does not afford products derived from trapping a 2,5-ddp intermediate but rather cyclopropanes that appear to arise from a carbene intermediate and a product that appears to be a trapping product from a 2,3-ddp intermediate.

  DOI：

  10.1021/ol027100p