2-[2-(4-ethynylphenyl)ethenyl]benzo[c]phenanthrene | 1383986-69-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2-[2-(4-ethynylphenyl)ethenyl]benzo[c]phenanthrene
• CAS: 1383986-69-3
• 化学式: C₂₈H₁₈
• 分子量: 354.451
• InChiKey: PTLXVUGSIQOBOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  28.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  2-[2-(4-ethynylphenyl)ethenyl]benzo[c]phenanthrene 在 碘 作用下， 以 甲苯 为溶剂， 以40%的产率得到2-ethynyl[6]helicene
  参考文献：
  名称：

  Ruthenium-Vinylhelicenes: Remote Metal-Based Enhancement and Redox Switching of the Chiroptical Properties of a Helicene Core

  摘要：

  Introducing metal-vinyl ruthenium moieties onto [6]helicene results in a significant enhancement of the chiroptical properties due to strong metal-ligand electronic interactions. The electro-active Ru centers allow the achievement of the first purely helicene-based redox-triggered chiroptical switches. A combination of electrochemical, spectroscopic, and theoretical techniques reveals that the helicene moiety is a noninnocent ligand bearing a significant spin density.

  DOI：

  10.1021/ja304424t
• 作为产物：
  描述：

  (benzo[g]phenanthren-3-ylmethyl)triphenylphosphonium bromide 、 4-乙炔基苯甲醛 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.5h， 以90%的产率得到2-[2-(4-ethynylphenyl)ethenyl]benzo[c]phenanthrene
  参考文献：
  名称：

  Ruthenium-Vinylhelicenes: Remote Metal-Based Enhancement and Redox Switching of the Chiroptical Properties of a Helicene Core

  摘要：

  Introducing metal-vinyl ruthenium moieties onto [6]helicene results in a significant enhancement of the chiroptical properties due to strong metal-ligand electronic interactions. The electro-active Ru centers allow the achievement of the first purely helicene-based redox-triggered chiroptical switches. A combination of electrochemical, spectroscopic, and theoretical techniques reveals that the helicene moiety is a noninnocent ligand bearing a significant spin density.

  DOI：

  10.1021/ja304424t