| 133229-72-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• CAS: 133229-72-8
• 化学式: C₃₆H₃₂N₈
• 分子量: 576.704
• InChiKey: JRSDHNXSZZISBA-IRRZCCPESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.83
• 重原子数：
  44.0
• 可旋转键数：
  0.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  101.0
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  1,10-菲啰啉-2,9-二甲醛 、 四亚甲基二胺 以 甲醇 为溶剂， 以40%的产率得到
  参考文献：
  名称：

  溶剂模板策略和卤素键定向组装合成[2+2]席夫碱大环化合物

  摘要：

  席夫碱亚胺缩合是大环合成和超分子化学应用的有用工具。在这里，我们解决了使用二羰基杂环和二胺的无模板合成可能产生的产品混合物，并寻求开发用于选择性大环形成的无金属模板方法。在标准文献条件下，一系列烷基 α,ω-二胺与菲咯啉和吡啶杂环二甲醛结合。修改反应条件以证明溶剂选择和产物平衡之间的关系。观察到苯和甲苯可以将产物和未反应的起始材料的混合物转变为主要形成用于许多系统的一种亚胺产物。一旦在选定的溶剂中表征了大环产物，使用非共价相互作用将碘化卤素键合客体分子添加到直接大环组装中。进行了研究主客体适应性和卤素键相互作用的研究，发现四碘乙烯对基于菲咯啉的大环化合物的形成有影响。进行概念验证实验以显示客体分子四碘乙烯对在竞争性动态组合化学条件下形成的大环产物的影响。

  DOI：

  10.1007/s10847-022-01137-2

文献信息

• Preparation and structural properties of large-cavity peraza macrocycles containing pyridine, phenanthroline, or piperazine subcyclic units
  作者：Krzysztof E. Krakowiak、Jerald S. Bradshaw、Weiming Jiang、N. Kent Dalley、Geng Wu、Reed M. Izatt

  DOI：10.1021/jo00008a019

  日期：1991.4

  Ten large peraza macrocycles containing either two pyridine, two phenanthroline, or three, four, or six piperazine subcyclic groups have been prepared. Those containing pyridine or phenanthroline were prepared by reacting either 2,6-pyridinedicarbaldehyde or its dimethyl ketone analogue or 1,10-phenanthroline-2,9-dicarbaldehyde with the appropriate bisprimary amine to form the cyclic tetraSchiff base. Those macrocycles containing the piperazine units were prepared by the reaction of a crablike piperazine-containing bis(alpha-chloro amide) (formed from piperazine and 2 mol of chloroacetyl chloride) and piperazine to give tetrapiperazinoperaza-24-crown-8-tetramide, the 2:2 cyclization product, and hexapiperazinoperaza-36-crown-12-hexamide, the 3:3 cyclization product. The macrocyclic hexamide was fully reduced to form the hexapiperazino-36-crown-12 ligand. The reaction of equimolar amounts of the crablike piperazine-containing bis(alpha-chloro amide) and benzylamine gave N,N',N"-tribenzyltripiperazinoperaza-27-crown-9-hexamide. The structures of one of the diphenanthrolinoperaza-crowns and of the tetrapiperazinoperaza-24-crown-8-tetramide were determined by an X-ray crystallographic procedure. The diphenanthrolino-crowns contained water molecules as shown by their combustion analyses. These water molecules were replaced by solvent molecules as shown by two molecules of dimethylformamide in the solid-state structure of one phenanthrolino-crown. The dipyridinoperaza-crown formed a highly protonated ligand at neutral pH.
• KRAKOWIAK, KRZYSZTOF E.;BRABSHAW, JERALD S.;JIANG, WEIMING;DALLEY, KENT;W+, J. ORG. CHEM., 56,(1991) N, C. 2675-2680
  作者：KRAKOWIAK, KRZYSZTOF E.、BRABSHAW, JERALD S.、JIANG, WEIMING、DALLEY, KENT、W+

  DOI：——

  日期：——