4,7,8,11-tetraazahelicene | 188-56-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4,7,8,11-tetraazahelicene
• 英文别名: pyrido[3,2-f]quino[7,8-c]cinnoline；pyridazino[4,3-f;5,6-f']diquinoline；Pyridazino<4,3-f:5,6-f'>dichinolin；6,6'-Azo-5,5'-dichinolyl；Pyrido[3,2-f]quinolino[6,5-c]cinnoline；7,12,13,18-tetrazapentacyclo[12.8.0.02,11.03,8.017,22]docosa-1(14),2(11),3(8),4,6,9,12,15,17(22),18,20-undecaene
• CAS: 188-56-7
• 化学式: C₁₈H₁₀N₄
• 分子量: 282.304
• InChiKey: UJUWWPNSLRIBNC-UHFFFAOYSA-N

物化性质

• 沸点：
  577.6±46.0 °C(Predicted)
• 密度：
  1.420±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 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：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,8-二碘代全氟辛烷 、 4,7,8,11-tetraazahelicene 以 氯仿 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Site-selective assembly between 1,8-diiodoperfluorooctane and 4,7,8,11-tetraazahelicene driven by halogen bonding

  摘要：

  The X-ray diffraction analysis on single crystals obtained from the self-assembly of 1,8-diiodoperfluorooctane 1 with the tetraazahelicene derivative 2 revealed a site-selective pattern of halogen bonds (XBs) in the solid state. Indeed, two non-equivalent XBs drive the formation of an indefinitely repeating pentameric (1)3 center dot(2)2 unit. Interestingly, the N...I-C bonding formation occurred selectively on the pyridazinic/cinnolinic nitrogen atoms of the tetraazahelicene unit, which were preferred over the pyridinic/quinolinic ones. On the basis of molecular electrostatic potential and molecular orbital analyses, DFT calculations predicted and explained well this site-selective XB formation, thus demonstrating to be efficient tools for the prediction of the XB site selectivity in similar polynitrogen systems.

  DOI：

  10.1080/10610278.2010.521841