2,5,8,25,28,31-hexaaza[9,9][3,10]dibenzo[b,j][1,10]phenanthrolinophane | 195823-33-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 2,5,8,25,28,31-hexaaza[9,9][3,10]dibenzo[b,j][1,10]phenanthrolinophane
• 英文别名: 6,9,12,31,34,37,51,54,58,61-Decazaundecacyclo[40.8.4.417,26.14,50.114,18.125,29.139,43.045,53.048,52.020,60.023,59]dohexaconta-1(50),2,4(55),14(62),15,17,19,21,23,25,27,29(57),39(56),40,42,44,46,48,51,53,58,60-docosaene
• CAS: 195823-33-7
• 化学式: C₅₂H₅₀N₁₀
• 分子量: 815.036
• InChiKey: VAUSMGHXWKWHEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  62
• 可旋转键数：
  0
• 环数：
  37.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  124
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2,5,8,25,28,31-hexaaza[9,9][3,10]dibenzo[b,j][1,10]phenanthrolinophane 在 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.5h， 生成 Propyl-(11-propylaminomethyl-dibenzo[b,j][4,7]phenanthrolin-2-ylmethyl)-amine
  参考文献：
  名称：

  Cyclobisintercaland Macrocycles:  Synthesis and Physicochemical Properties of Macrocyclic Polyamines Containing Two Crescent-Shaped Dibenzophenanthroline Subunits

  摘要：

  A general access to isomeric dibenzo[bj]phenanthrolinedicarboxaldehydes is described. These pentacyclic planar quinacridine compounds exhibit crescent-shaped forms that fulfill the geometrical requirements of providing broad overlap of nucleobase pairs or triplets. The dialdehyde derivatives have been condensed with various polyamines to give macrocyclic dimeric structures, cyclobisintercalands, of variable size, charge, and shape. The related water-soluble monomeric quinacridines were prepared from the dialdehydes by grafting ammonium groups; The physicochemical properties of the monomeric quinacridines and of the macrocyclic bis-quinacridines have been investigated by spectroscopic methods (UV-vis, fluorescence, NMR). The results show that some of these macrocyclic compounds could exist as semiclosed conformers suitable to accommodate a pair of nucleotides.

  DOI：

  10.1021/jo970496b
• 作为产物：
  描述：

  6,9,12,31,34,37,51,54,58,61-Decazaundecacyclo[40.8.4.417,26.14,50.114,18.125,29.139,43.045,53.048,52.020,60.023,59]dohexaconta-1(50),2,4(55),5,12,14(62),15,17,19,21,23,25,27,29(57),30,37,39(56),40,42,44,46,48,51,53,58,60-hexacosaene 在 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 2,5,8,25,28,31-hexaaza[9,9][3,10]dibenzo[b,j][1,10]phenanthrolinophane
  参考文献：
  名称：

  Cyclobisintercaland Macrocycles:  Synthesis and Physicochemical Properties of Macrocyclic Polyamines Containing Two Crescent-Shaped Dibenzophenanthroline Subunits

  摘要：

  A general access to isomeric dibenzo[bj]phenanthrolinedicarboxaldehydes is described. These pentacyclic planar quinacridine compounds exhibit crescent-shaped forms that fulfill the geometrical requirements of providing broad overlap of nucleobase pairs or triplets. The dialdehyde derivatives have been condensed with various polyamines to give macrocyclic dimeric structures, cyclobisintercalands, of variable size, charge, and shape. The related water-soluble monomeric quinacridines were prepared from the dialdehydes by grafting ammonium groups; The physicochemical properties of the monomeric quinacridines and of the macrocyclic bis-quinacridines have been investigated by spectroscopic methods (UV-vis, fluorescence, NMR). The results show that some of these macrocyclic compounds could exist as semiclosed conformers suitable to accommodate a pair of nucleotides.

  DOI：

  10.1021/jo970496b