3,4-bis[3,5-bis(trifluoromethyl)phenyl]pyrroline-2,5-diimine | 1290041-19-8

• 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: 3,4-bis[3,5-bis(trifluoromethyl)phenyl]pyrroline-2,5-diimine
• 英文别名: 3,4-Bis[3,5-bis(trifluoromethyl)phenyl]-5-iminopyrrol-2-amine
• CAS: 1290041-19-8
• 化学式: C₂₀H₉F₁₂N₃
• 分子量: 519.292
• InChiKey: OVPGXKDAMUHOFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  35
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  62.2
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  3,4-bis[3,5-bis(trifluoromethyl)phenyl]pyrroline-2,5-diimine 在 碘 、 magnesium 、 正丁醇 作用下， 反应 12.0h， 以78%的产率得到Magnesium;4,5,9,10,14,15,19,20-octakis[3,5-bis(trifluoromethyl)phenyl]-2,7,12,17,21,23-hexaza-22,24-diazanidapentacyclo[16.2.1.13,6.18,11.113,16]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaene
  参考文献：
  名称：

  Synthesis and characterization of new soluble fluorinated seco-porphyrazines

  摘要：

  Magnesium porphyrazinate substituted with eight 3,5-bis(trifluoromethyl)phenyl groups on the peripheral positions has been synthesized by the cyclotetramerization of 3,4[3,5-bis(trifluoromethyl)-phenyl]pyrroline-2,5-diimine in the presence of magnesium butanolate. Acid-mediated demetallation of the magnesium porphyrazine resulted in peripheral oxidation of one pyrrole ring to reveal the seco-porphyrazine, octakis[3,5-bis(trifluoromethyl)phenyl]-2-seco-porphyrazine-2,3-dione. Further reaction of this product with copper (II) acetate, zinc (II) acetate and cobalt (II) acetate has led to the metallo-derivatives, {octakis[3,5-bis(trifluoromethyl)phenyl]-2-seco-2,3-dioxoporphyrazinato} M(II) [M = Cu(II), Zn(II), Co(II)]. These new soluble complexes were characterized by elemental analysis, together with FT-IR, H-1 NMR, C-13 NMR, F-19 NMR, UV-Vis and mass spectral data. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2011.01.003
• 作为产物：
  描述：

  C₂₀H₆F₁₂N₂ 在 氨 、 sodium 作用下， 以 乙二醇 为溶剂， 反应 1.5h， 以38%的产率得到3,4-bis[3,5-bis(trifluoromethyl)phenyl]pyrroline-2,5-diimine
  参考文献：
  名称：

  Synthesis and characterization of new soluble fluorinated seco-porphyrazines

  摘要：

  Magnesium porphyrazinate substituted with eight 3,5-bis(trifluoromethyl)phenyl groups on the peripheral positions has been synthesized by the cyclotetramerization of 3,4[3,5-bis(trifluoromethyl)-phenyl]pyrroline-2,5-diimine in the presence of magnesium butanolate. Acid-mediated demetallation of the magnesium porphyrazine resulted in peripheral oxidation of one pyrrole ring to reveal the seco-porphyrazine, octakis[3,5-bis(trifluoromethyl)phenyl]-2-seco-porphyrazine-2,3-dione. Further reaction of this product with copper (II) acetate, zinc (II) acetate and cobalt (II) acetate has led to the metallo-derivatives, {octakis[3,5-bis(trifluoromethyl)phenyl]-2-seco-2,3-dioxoporphyrazinato} M(II) [M = Cu(II), Zn(II), Co(II)]. These new soluble complexes were characterized by elemental analysis, together with FT-IR, H-1 NMR, C-13 NMR, F-19 NMR, UV-Vis and mass spectral data. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2011.01.003