12-cyano-1-azaperylene | 1210015-54-5

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 阿朴菲
• 英文名称: 12-cyano-1-azaperylene
• 英文别名: 3-Azapentacyclo[9.7.1.12,6.015,19.010,20]icosa-1(18),2,4,6(20),7,9,11,13,15(19),16-decaene-18-carbonitrile
• CAS: 1210015-54-5
• 化学式: C₂₀H₁₀N₂
• 分子量: 278.313
• InChiKey: NFBZAAUSFLOSNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  36.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  copper(i) cyanide 、 azaperylene 在 palladium diacetate 、 copper(ll) bromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以61%的产率得到12-cyano-1-azaperylene
  参考文献：
  名称：

  Strongly Emitting Fluorophores Based on 1-Azaperylene Scaffold

  摘要：

  A novel blue-emitting polycyclic aromatic system was synthesized via anion-radical coupling. Its efficient direct hydroxylation led to a phenol possessing an intramolecular hydrogen-bond system. Since the energy gap difference between the enol and keto forms of this molecule is very small, characteristic of ESIPT chromophores, bathochromically shifted fluorescence was not observed.

  DOI：

  10.1021/jo902443s

文献信息

• Strongly Emitting Fluorophores Based on 1-Azaperylene Scaffold
  作者：Daniel T. Gryko、Joanna Piechowska、Michał Gałȩzowski

  DOI：10.1021/jo902443s

  日期：2010.2.19

  A novel blue-emitting polycyclic aromatic system was synthesized via anion-radical coupling. Its efficient direct hydroxylation led to a phenol possessing an intramolecular hydrogen-bond system. Since the energy gap difference between the enol and keto forms of this molecule is very small, characteristic of ESIPT chromophores, bathochromically shifted fluorescence was not observed.