1-(1-{3,5-bis-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-phenyl}-but-3-enyloxymethyl)-6-[2-(4-cyanophenyl)ethyl]-pyrene

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1-(1-{3,5-bis-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-phenyl}-but-3-enyloxymethyl)-6-[2-(4-cyanophenyl)ethyl]-pyrene
• 英文别名: 4-[2-[6-[1-[3,5-Bis[3-[tert-butyl(dimethyl)silyl]oxypropyl]phenyl]but-3-enoxymethyl]pyren-1-yl]ethyl]benzonitrile；4-[2-[6-[1-[3,5-bis[3-[tert-butyl(dimethyl)silyl]oxypropyl]phenyl]but-3-enoxymethyl]pyren-1-yl]ethyl]benzonitrile
• 化学式: C₅₄H₆₉NO₃Si₂
• 分子量: 836.318
• InChiKey: APDNAFDHBCXSAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.98
• 重原子数：
  60
• 可旋转键数：
  21
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  51.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,5-二溴苯甲醛 在 邻苯二酚 、 三乙胺 作用下， 反应 24.0h， 生成 1-(1-{3,5-bis-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-phenyl}-but-3-enyloxymethyl)-6-[2-(4-cyanophenyl)ethyl]-pyrene
  参考文献：
  名称：

  Phenylene Alkylene Dendrons with Site-Specific Incorporated Fluorescent Pyrene Probes

  摘要：

  [GRAPHICS]This report deals with the synthesis and the spectroscopic properties of two second generation (G2) dendrons with site-specific incorporated phenyl pyrene derivatives as solvatochromic fluorescent probes. The generations that do not carry the probe are equipped with volume dummies, pyrene moieties that do not show a solvatochromic effect. Two complementary G2 phenylene alkylene dendrons were synthesized using Suzuki-Miyaura cross coupling. Most of the reactions used in the 10-step sequence generating the target compounds proceeded in good yields. The incorporated probes can be selectively photoexcited and show solvatochromic shifts that are of the same magnitude as for the free probes in a homogeneous solvent environment. In addition to the chargetransfer fluorescence, a broad emission band is observed that is assigned to an intramolecular exciplex formation between the aryl pyrene chromophores.

  DOI：

  10.1021/jo050302p

文献信息

• Phenylene Alkylene Dendrons with Site-Specific Incorporated Fluorescent Pyrene Probes
  作者：Matthias Beinhoff、Wilfried Weigel、Wolfgang Rettig、Irene Bruedgam、Hans Hartl、A. Dieter Schlueter

  DOI：10.1021/jo050302p

  日期：2005.8.1

  [GRAPHICS]This report deals with the synthesis and the spectroscopic properties of two second generation (G2) dendrons with site-specific incorporated phenyl pyrene derivatives as solvatochromic fluorescent probes. The generations that do not carry the probe are equipped with volume dummies, pyrene moieties that do not show a solvatochromic effect. Two complementary G2 phenylene alkylene dendrons were synthesized using Suzuki-Miyaura cross coupling. Most of the reactions used in the 10-step sequence generating the target compounds proceeded in good yields. The incorporated probes can be selectively photoexcited and show solvatochromic shifts that are of the same magnitude as for the free probes in a homogeneous solvent environment. In addition to the chargetransfer fluorescence, a broad emission band is observed that is assigned to an intramolecular exciplex formation between the aryl pyrene chromophores.