2-phenyl-2,3-bisphenyl-1H-quinoxaline | 1075217-59-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-phenyl-2,3-bisphenyl-1H-quinoxaline
• 英文别名: 2,2,3-triphenyl-1H-quinoxaline
• CAS: 1075217-59-2
• 化学式: C₂₆H₂₀N₂
• 分子量: 360.458
• InChiKey: CKSPVOSJFHZPBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  溴苯 、 2,3-二苯基喹喔啉 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 以73%的产率得到2-phenyl-2,3-bisphenyl-1H-quinoxaline
  参考文献：
  名称：

  Turning on Fluorescent Emission from C-Alkylation on Quinoxaline Derivatives

  摘要：

  Reduction on imine moiety (C=N) of quinoxalines by alkyl-/aryllithiums led to a geometrical change on the quinoxaline ring, thereby perturbing the electronic structure to turn on fluorescence emission. Such a structural change resulted in interrupted cyclic-ring systems with electron-donating amine (Sp(3)-type) and electron-accepting imine (Sp(2)-type) units bridged by a phenylene unit. Through either alkylation or arylation, a highly polarized electron donor-electron acceptor bipolar system was established in a single molecule with dramatically enhanced PL efficiency (up to 60%).

  DOI：

  10.1021/ol802287k

文献信息

• Turning on Fluorescent Emission from C-Alkylation on Quinoxaline Derivatives
  作者：Ho-Jin Son、Won-Sik Han、Kyung-Ryang Wee、Dae-Hwan Yoo、Jong-Ho Lee、Soon-Nam Kwon、Jaejung Ko、Sang Ook Kang

  DOI：10.1021/ol802287k

  日期：2008.12.4

  Reduction on imine moiety (C=N) of quinoxalines by alkyl-/aryllithiums led to a geometrical change on the quinoxaline ring, thereby perturbing the electronic structure to turn on fluorescence emission. Such a structural change resulted in interrupted cyclic-ring systems with electron-donating amine (Sp(3)-type) and electron-accepting imine (Sp(2)-type) units bridged by a phenylene unit. Through either alkylation or arylation, a highly polarized electron donor-electron acceptor bipolar system was established in a single molecule with dramatically enhanced PL efficiency (up to 60%).