3,18-diaza-1,2-dicyano-3,18-bis(2-pyridylmethyl)-6,9,12,15-tetraoxacyclooctadecene | 212696-91-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3,18-diaza-1,2-dicyano-3,18-bis(2-pyridylmethyl)-6,9,12,15-tetraoxacyclooctadecene
• 英文别名: 13,16-bis(pyridin-2-ylmethyl)-1,4,7,10-tetraoxa-13,16-diazacyclooctadec-14-ene-14,15-dicarbonitrile
• CAS: 212696-91-8
• 化学式: C₂₆H₃₂N₆O₄
• 分子量: 492.578
• InChiKey: JIWDCBCHZOYWQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.12
• 重原子数：
  36.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  116.76
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  3,18-diaza-1,2-dicyano-3,18-bis(2-pyridylmethyl)-6,9,12,15-tetraoxacyclooctadecene 在 magnesium di-n-butanolate 作用下， 以 正丁醇 为溶剂， 反应 24.0h， 以16%的产率得到[tetrakis[1,16-diaza-1,16-bis(2-pyridylmethyl)-4,7,10,13-tetraoxacyclooctadeceno][14,15-b:14',15'-g:14'',15''-l:14''',15'''-q]porphyrazinato]magnesium(II)
  参考文献：
  名称：

  Porphyrazines and Norphthalocyanines Bearing Nitrogen Donor Pockets:  Metal Sensor Properties

  摘要：

  The amino-functionalized porphyrazines 1, 2, and 4 and norphthalocyanines 3 and 5, which were prepared via Linstead macrocyclization reactions of dinitrile precusors, were subject to UV-vis titrations in the presence of inorganic ions. These polydentate macrocycles are able to bind metal ions by the peripheral ligating diazacrown or vicinal diamine entities in addition to metal ion binding within the porphyrazine (norphthalocyanine) cavity. Although 1 only weakly bound Ag(I) and Hg(II), 2 to 5 were superior polydentate ligands. Surprisingly, porphyrazine 4 was a superior ligand for binding 4 equiv of Co(II), Cu(II), Zn(II), and Cd(II) than the corresponding tetracrowned porphyrazine 2. Both 2 and 4 were excellent ligands for peripherally complexing 4 equiv of Ag(I) and Hg(II) and only for one metal, Pb(II), was the crowned system 2 superior to 4. The crowned norphthalocyanine 3 was generally inefficient in the peripheral complexation of inorganic cations, whereas 5 was superior for the peripheral binding of Co(II), Cu(II), Zn(II), Cd(II), and Hg(II) (1 equiv). Again, only with Pb(II) was the crowned system 3 a superior ligand to 5. X-ray crystallographic characterization of diazacrown 12a, porphyrazine 1 (M = Mg), and the complexes of crown 12b with Cu(BF4)(2) and with HClO4 are reported.

  DOI：

  10.1021/jo9802574
• 作为产物：
  描述：

  羟丙基淀粉磷酸酯 在 咪唑 、 碘 、 caesium carbonate 、 三苯基膦 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 59.0h， 生成 3,18-diaza-1,2-dicyano-3,18-bis(2-pyridylmethyl)-6,9,12,15-tetraoxacyclooctadecene
  参考文献：
  名称：

  Porphyrazines and Norphthalocyanines Bearing Nitrogen Donor Pockets:  Metal Sensor Properties

  摘要：

  The amino-functionalized porphyrazines 1, 2, and 4 and norphthalocyanines 3 and 5, which were prepared via Linstead macrocyclization reactions of dinitrile precusors, were subject to UV-vis titrations in the presence of inorganic ions. These polydentate macrocycles are able to bind metal ions by the peripheral ligating diazacrown or vicinal diamine entities in addition to metal ion binding within the porphyrazine (norphthalocyanine) cavity. Although 1 only weakly bound Ag(I) and Hg(II), 2 to 5 were superior polydentate ligands. Surprisingly, porphyrazine 4 was a superior ligand for binding 4 equiv of Co(II), Cu(II), Zn(II), and Cd(II) than the corresponding tetracrowned porphyrazine 2. Both 2 and 4 were excellent ligands for peripherally complexing 4 equiv of Ag(I) and Hg(II) and only for one metal, Pb(II), was the crowned system 2 superior to 4. The crowned norphthalocyanine 3 was generally inefficient in the peripheral complexation of inorganic cations, whereas 5 was superior for the peripheral binding of Co(II), Cu(II), Zn(II), Cd(II), and Hg(II) (1 equiv). Again, only with Pb(II) was the crowned system 3 a superior ligand to 5. X-ray crystallographic characterization of diazacrown 12a, porphyrazine 1 (M = Mg), and the complexes of crown 12b with Cu(BF4)(2) and with HClO4 are reported.

  DOI：

  10.1021/jo9802574