dicyanopyrazine | 223571-32-2

• 分子结构分类: 有机化合物
• 英文名称: dicyanopyrazine
• 英文别名: 5,8,11,26,29,32-Hexadodecoxy-17,20-diazaoctacyclo[20.12.0.02,15.03,12.04,9.016,21.025,34.028,33]tetratriaconta-1(22),2(15),3(12),4,6,8,10,13,16,18,20,23,25(34),26,28,30,32-heptadecaene-18,19-dicarbonitrile
• CAS: 223571-32-2
• 化学式: C₁₀₆H₁₆₀N₄O₆
• 分子量: 1586.46
• InChiKey: UNXILVXMODFHIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  42.1
• 重原子数：
  116
• 可旋转键数：
  72
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  129
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  dicyanopyrazine 、 copper diacetate 以 further solvent(s) 为溶剂， 以30%的产率得到[copper(II)(tetra-nitro-phthalocyanine)]
  参考文献：
  名称：

  Synthesis, Self-Assembly, and Nonlinear Optical Properties of Conjugated Helical Metal Phthalocyanine Derivatives

  摘要：

  Molecules in which the cores of copper and nickel octaazaphthalocyanines are fused to four nonracemic [7]helicenes are constructed. CD and UV-vis absorption spectroscopy show that these compounds aggregate when dissolved in 75% EtOH-25% CHCl3, but not in 60% EtOH-40% CHCl3. The UV-vis absorption spectra of films of the nickel phthalocyanine are similar to those of solutions of the aggregated molecules, suggesting that the structures of the aggregates in the neat samples and in solution are similar. A calculation based on molecular mechanics shows that the energy is minimized when the molecules stack in a chiral superstructure with a core-to-core distance of ca. 3.4 Angstrom. Atomic Force Microscopic images are in accord with this structure if on the surface of mica the stacks are isolated and perpendicular to the surface, in Langmuir films, the molecules stack in the opposite way, with the stacking axis parallel to the water. Although the molecules are remarkably symmetrical, their Langmuir-Blodgett films give very large second-order nonlinear optical responses, dominated by the ca. 21 pm/V components of the susceptibility tensors that are allowed only because the materials are chiral.

  DOI：

  10.1021/ja983633a
• 作为产物：
  描述：

  2,3-diaminomaleonitrile 、 9,10-dihydro-9,10-dioxo-1,4,6,13,15,18-hexakis(dodecyloxy)<7>helicene 在 溶剂黄146 作用下， 反应 2.5h， 以81%的产率得到dicyanopyrazine
  参考文献：
  名称：

  Synthesis, Self-Assembly, and Nonlinear Optical Properties of Conjugated Helical Metal Phthalocyanine Derivatives

  摘要：

  Molecules in which the cores of copper and nickel octaazaphthalocyanines are fused to four nonracemic [7]helicenes are constructed. CD and UV-vis absorption spectroscopy show that these compounds aggregate when dissolved in 75% EtOH-25% CHCl3, but not in 60% EtOH-40% CHCl3. The UV-vis absorption spectra of films of the nickel phthalocyanine are similar to those of solutions of the aggregated molecules, suggesting that the structures of the aggregates in the neat samples and in solution are similar. A calculation based on molecular mechanics shows that the energy is minimized when the molecules stack in a chiral superstructure with a core-to-core distance of ca. 3.4 Angstrom. Atomic Force Microscopic images are in accord with this structure if on the surface of mica the stacks are isolated and perpendicular to the surface, in Langmuir films, the molecules stack in the opposite way, with the stacking axis parallel to the water. Although the molecules are remarkably symmetrical, their Langmuir-Blodgett films give very large second-order nonlinear optical responses, dominated by the ca. 21 pm/V components of the susceptibility tensors that are allowed only because the materials are chiral.

  DOI：

  10.1021/ja983633a