10-Methylphenanthro<9',10'-5,6>pyridazino<2,3-a>perimidin-17-ium mesitylenesulfonate

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 10-Methylphenanthro<9',10'-5,6>pyridazino<2,3-a>perimidin-17-ium mesitylenesulfonate
• 英文别名: 10-Methylphenanthro[9',10'-5,6]pyridazino[2,3-a]perimidin-17-ium mesitylenesulfonate；20-Methyl-3,20-diaza-2-azoniaheptacyclo[19.7.1.02,19.04,17.05,10.011,16.025,29]nonacosa-1(28),2(19),3,5,7,9,11,13,15,17,21,23,25(29),26-tetradecaene;2,4,6-trimethylbenzenesulfonate
• 化学式: C₉H₁₁O₃S*C₂₇H₁₈N₃
• 分子量: 583.711
• InChiKey: XROPNUGCMQJTIP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  7.57
• 重原子数：
  43
• 可旋转键数：
  0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  85.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,2-dimethyl-3-aminoperimidinium mesitylenesulfonate 、 菲醌 在 sodium acetate 作用下， 以 丙酮 为溶剂， 反应 8.0h， 以70%的产率得到10-Methylphenanthro<9',10'-5,6>pyridazino<2,3-a>perimidin-17-ium mesitylenesulfonate
  参考文献：
  名称：

  Synthesis of Fused Perimidinium Derivatives and Investigation of Their Structure by ab Initio Calculations

  摘要：

  A series of perimidinium salts have been prepared by N-alkylation and N-amination methods. These salts were condensed with 1,2-dicarbonyl compounds and quinones (Westphal condensation) to produce pyridazino[2,3-a]perimidinium and, in one case, pyrido[2,3-a]perimidinium derivatives. Two of these heteroaromatic cations were studied by ab initio calculations at the SCF (self-consistent field) level using different basis sets. From Mulliken population analysis and geometrical considerations, it is predicted that the pyrrole-like nitrogen of the perimidinium moiety is lying out of the planarity, thus reducing the interaction with the fused pyridazinium ring.

  DOI：

  10.1021/jo00122a058