N-(3-(bromomethyl)phenyl)-N-phenylpyren-1-amine | 799559-80-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: N-(3-(bromomethyl)phenyl)-N-phenylpyren-1-amine
• 英文别名: N-[3-(bromomethyl)phenyl]-N-phenylpyren-1-amine
• CAS: 799559-80-1
• 化学式: C₂₉H₂₀BrN
• 分子量: 462.388
• InChiKey: SGUGVFSAVPPLJB-UHFFFAOYSA-N

物化性质

• 沸点：
  624.1±38.0 °C(Predicted)
• 密度：
  1.433±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(3-(bromomethyl)phenyl)-N-phenylpyren-1-amine 在 4-二甲氨基吡啶 、 18-冠醚-6 、 potassium carbonate 、 三乙胺 、 lithium bromide 作用下， 以 四氢呋喃 为溶剂， 反应 30.0h， 生成 (3-{3-Benzyloxy-5-[3-(3,5-bis-benzyloxy-benzyloxy)-5-bromomethyl-phenoxymethyl]-phenoxymethyl}-phenyl)-phenyl-pyren-1-yl-amine
  参考文献：
  名称：

  Dendrimer Analogues of Linear Molecules to Evaluate Energy and Charge-Transfer Properties

  摘要：

  We have designed and synthesized difunctionalized dendrimers containing two donors in the periphery and an acceptor at the core to serve as scaffolds for comparison with linear analogues to investigate the advantage of dendritic scaffolds for energy and charge transfer. Comparison of these dendrimers with the fully decorated dendrimers provides information on the advantage of chromophore density in energy/charge transfer from periphery to the core.

  DOI：

  10.1021/ol0608956
• 作为产物：
  描述：

  2-(3-溴苯基)-1,3-二氧烷 在 sodium tetrahydroborate 、 N-溴代丁二酰亚胺(NBS) 、 三叔丁基膦 、 溶剂黄146 、 三苯基膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 11.08h， 生成 N-(3-(bromomethyl)phenyl)-N-phenylpyren-1-amine
  参考文献：
  名称：

  Energy and Electron Transfer in Bifunctional Non-Conjugated Dendrimers

  摘要：

  \Nonconjugated dendrimers, which are capable of funneling energy from the periphery to the core followed by a charge-transfer process from the core to the periphery, have been synthesized. The energy and electron donors involve a diarylaminopyrene unit and are incorporated at the periphery of these dendrimers. The energy and electron acceptor is at the core of the dendrimer, which involves a chromophore based on a benzthiadiazole moiety. The backbone of the dendrimers is benzyl ether based. A direct electron-transfer quenching of the excited state of the periphery or a sequential energy transfer-electron-transfer pathway are the two limiting mechanisms of the observed photophysical properties. We find that the latter mechanism is prevalent in these dendrimers. The energy transfer occurs on a picosecond time scale, while the charge-transfer process occurs on a nanosecond time scale. The lifetime of the charge separated species was found to be in the range of microseconds. Energy transfer efficiencies ranging from 80% to 90% were determined using both steady-state and time-resolved measurements, while charge-transfer efficiencies ranging from 70% to 80% were deduced from fluorescence quenching of the core chromophore. The dependence of the energy and charge-transfer processes on dendrimer generation is analyzed in terms of the backfolding of the flexible benzyl ether backbone, which leads to a weaker dependence of the energy and charge-transfer efficiencies on dendrimer size than would be expected for a rigid system.

  DOI：

  10.1021/ja044778m

文献信息

• Nonconjugated Red-Emitting Dendrimers with p-Type and/or n-Type Peripheries
  作者：Chih-Hsin Chen、Jiann T. Lin、Ming-Chang P. Yeh

  DOI：10.1021/ol060493y

  日期：2006.5.1

  Dendron-encapsulated materials having a benzo[c][1,2,5]thiadiazole-based red-emitting core and p-type and/or n-type peripheries were synthesized. Intra- and intermolecular energy transfer from the peripheries to the core were found to be peripheries dependent. Red-emitting electroluminescent devices with promising performance were fabricated.