3-(1-pyrenylmethyloxy)benzyl bromide | 176650-99-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 3-(1-pyrenylmethyloxy)benzyl bromide
• 英文别名: 1-[[3-(Bromomethyl)phenoxy]methyl]pyrene
• CAS: 176650-99-0
• 化学式: C₂₄H₁₇BrO
• 分子量: 401.302
• InChiKey: GIPJJHGQZPAKSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-(1-pyrenylmethyloxy)benzyl bromide 在 18-冠醚-6 、 四溴化碳 、 potassium carbonate 、 三苯基膦 作用下， 反应 98.0h， 生成 3,5-bis[3-(1-pyrenylmethyloxy)benzyloxy]benzyl bromide
  参考文献：
  名称：

  Chromophore-Labeled Dendrons as Light Harvesting Antennae

  摘要：

  A novel series of polyether dendrimer segments (dendrons) end-clipped with pyrenyl, naphthyl, or methyl groups has been prepared by a convergent growth method. Steady-state fluorescence measurements indicate the absence of intramolecular naphthalene excimer in the naphthyl-capped dendrons. However, in the pyrenyl-capped dendrons, excimer emission predominates. Fluorescence from both the naphthyl monomer and pyrenyl excimer are quenched when a suitable electron donor (e.g., a 3-[dimethylamino]phenoxy group) is covalently attached at the dendron focal point. No sensitized emission from the dendron backbone is observed in the chromophore-labeled dendrons, although the control methyl-capped dendron fluoresces weakly at 310 nn when excited at 284 nm. Absorption and fluorescence spectra, fluorescence quantum yields, and fluorescence lifetimes for the chromophore-labeled dendrons are reported.

  DOI：

  10.1021/ja954021i
• 作为产物：
  描述：

  3-(1-pyrenylmethyloxy)benzyl alcohol 在 四溴化碳 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以96%的产率得到3-(1-pyrenylmethyloxy)benzyl bromide
  参考文献：
  名称：

  Chromophore-Labeled Dendrons as Light Harvesting Antennae

  摘要：

  A novel series of polyether dendrimer segments (dendrons) end-clipped with pyrenyl, naphthyl, or methyl groups has been prepared by a convergent growth method. Steady-state fluorescence measurements indicate the absence of intramolecular naphthalene excimer in the naphthyl-capped dendrons. However, in the pyrenyl-capped dendrons, excimer emission predominates. Fluorescence from both the naphthyl monomer and pyrenyl excimer are quenched when a suitable electron donor (e.g., a 3-[dimethylamino]phenoxy group) is covalently attached at the dendron focal point. No sensitized emission from the dendron backbone is observed in the chromophore-labeled dendrons, although the control methyl-capped dendron fluoresces weakly at 310 nn when excited at 284 nm. Absorption and fluorescence spectra, fluorescence quantum yields, and fluorescence lifetimes for the chromophore-labeled dendrons are reported.

  DOI：

  10.1021/ja954021i