3,5-bis[3-(1-pyrenylmethyloxy)benzyloxy]benzyl bromide | 176651-01-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 3,5-bis[3-(1-pyrenylmethyloxy)benzyloxy]benzyl bromide
• 英文别名: 1-[[3-[[3-(Bromomethyl)-5-[[3-(pyren-1-ylmethoxy)phenyl]methoxy]phenoxy]methyl]phenoxy]methyl]pyrene
• CAS: 176651-01-7
• 化学式: C₅₅H₃₉BrO₄
• 分子量: 843.816
• InChiKey: OIVFYIQDCBTLKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.6
• 重原子数：
  60
• 可旋转键数：
  13
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5-bis[3-(1-pyrenylmethyloxy)benzyloxy]benzyl bromide 、 3-羟基-N,N-二甲基苯胺 在 18-冠醚-6 、 potassium carbonate 作用下， 生成 (3-{3,5-Bis-[3-(pyren-1-ylmethoxy)-benzyloxy]-benzyloxy}-phenyl)-dimethyl-amine
  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：

  [3,5-Bis[[3-(pyren-1-ylmethoxy)phenyl]methoxy]phenyl]methanol 在 四溴化碳 、 三苯基膦 作用下， 反应 1.5h， 以90%的产率得到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