2-N-(3-amino-2-fluorophenyl)-4,7-bis(2-methylpropoxy)-9-N-phenyl-1,10-phenanthroline-2,9-dicarboxamide | 1159184-71-0

• 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-N-(3-amino-2-fluorophenyl)-4,7-bis(2-methylpropoxy)-9-N-phenyl-1,10-phenanthroline-2,9-dicarboxamide
• CAS: 1159184-71-0
• 化学式: C₃₄H₃₄FN₅O₄
• 分子量: 595.673
• InChiKey: SGNVTUQSEHGCHG-UHFFFAOYSA-N

物化性质

• 沸点：
  652.6±55.0 °C(predicted)
• 密度：
  1.305±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  44
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  129
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4,7-Diisobutoxy-[1,10]phenanthroline-2,9-dicarboxylic acid 、 2-N-(3-amino-2-fluorophenyl)-4,7-bis(2-methylpropoxy)-9-N-phenyl-1,10-phenanthroline-2,9-dicarboxamide 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到2-N-[2-fluoro-3-[[[9-[N-[2-fluoro-3-[[hydroxy-[9-(C-hydroxy-N-phenylcarbonimidoyl)-4,7-bis(2-methylpropoxy)-1,10-phenanthrolin-2-yl]methylidene]amino]phenyl]-C-hydroxycarbonimidoyl]-4,7-bis(2-methylpropoxy)-1,10-phenanthrolin-2-yl]-hydroxymethylidene]amino]phenyl]-4,7-bis(2-methylpropoxy)-9-N-phenyl-1,10-phenanthroline-2,9-dicarboximidic acid
  参考文献：
  名称：

  Probing the Dynamic Environment-Associated Conformational Conversion from Secondary to Supersecondary Structures in Oligo(phenanthroline dicarboxamide)s

  摘要：

  The special structural features of the oligo(phenanthroline dicarboxamide)s and their dynamic environment-associated conformational conversion from secondary helical structure to supersecondary helix-turn structure, owing to the conversion of the CONH bond from s-cis form to s-trans form, have been experimentally and theoretically characterized by X-ray crystallographic, variable-ternperature H-1 NMR, variable-ternperature circular dichroism techniques, and computational studies. It has been demonstrated that the solvent effects together with intramolecular hydrogen bonds and pi-pi stacking play a key role in stabilizing both the secondary and supersecondary structures. Furthermore, by introducing the intramolecular F center dot center dot center dot H-N hydrogen bond to restrict the rotation about the CONH-aryl bonds, the oligomers 6 and 7 have been synthesized, which showed well-defined and predictable secondary helical conformations in solution and in the solid state.

  DOI：

  10.1021/jo900647d
• 作为产物：
  描述：

  4,7-Bis(2-methylpropoxy)-9-(phenylcarbamoyl)-1,10-phenanthroline-2-carboxylic acid 、 2-Fluor-1,3-phenylendiamin 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到2-N-(3-amino-2-fluorophenyl)-4,7-bis(2-methylpropoxy)-9-N-phenyl-1,10-phenanthroline-2,9-dicarboxamide
  参考文献：
  名称：

  Probing the Dynamic Environment-Associated Conformational Conversion from Secondary to Supersecondary Structures in Oligo(phenanthroline dicarboxamide)s

  摘要：

  The special structural features of the oligo(phenanthroline dicarboxamide)s and their dynamic environment-associated conformational conversion from secondary helical structure to supersecondary helix-turn structure, owing to the conversion of the CONH bond from s-cis form to s-trans form, have been experimentally and theoretically characterized by X-ray crystallographic, variable-ternperature H-1 NMR, variable-ternperature circular dichroism techniques, and computational studies. It has been demonstrated that the solvent effects together with intramolecular hydrogen bonds and pi-pi stacking play a key role in stabilizing both the secondary and supersecondary structures. Furthermore, by introducing the intramolecular F center dot center dot center dot H-N hydrogen bond to restrict the rotation about the CONH-aryl bonds, the oligomers 6 and 7 have been synthesized, which showed well-defined and predictable secondary helical conformations in solution and in the solid state.

  DOI：

  10.1021/jo900647d

文献信息

• Probing the Dynamic Environment-Associated Conformational Conversion from Secondary to Supersecondary Structures in Oligo(phenanthroline dicarboxamide)s
  作者：Hai-Yu Hu、Wei Xue、Zhi-Qiang Hu、Jun-Feng Xiang、Chuan-Feng Chen、Sheng-Gui He

  DOI：10.1021/jo900647d

  日期：2009.7.17

  The special structural features of the oligo(phenanthroline dicarboxamide)s and their dynamic environment-associated conformational conversion from secondary helical structure to supersecondary helix-turn structure, owing to the conversion of the CONH bond from s-cis form to s-trans form, have been experimentally and theoretically characterized by X-ray crystallographic, variable-ternperature H-1 NMR, variable-ternperature circular dichroism techniques, and computational studies. It has been demonstrated that the solvent effects together with intramolecular hydrogen bonds and pi-pi stacking play a key role in stabilizing both the secondary and supersecondary structures. Furthermore, by introducing the intramolecular F center dot center dot center dot H-N hydrogen bond to restrict the rotation about the CONH-aryl bonds, the oligomers 6 and 7 have been synthesized, which showed well-defined and predictable secondary helical conformations in solution and in the solid state.