7,17:8,16-dimetheno-9H,11H,13H,15H-quinoxalino<2'',3'':2',3'><1,4>benzodioxonino<10',9':5,6>quinoxalino<2'',3'':2',3'>quinoxalino<2'''',3'''':2''',3'''><1,4>dioxonino<6''',5''':9',10'><1,4>benzodioxonino<6',5':9,10><1,4>benzodioxonino<2,3-b>quinoxaline | 134654-28-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7,17:8,16-dimetheno-9H,11H,13H,15H-quinoxalino<2'',3'':2',3'><1,4>benzodioxonino<10',9':5,6>quinoxalino<2'',3'':2',3'>quinoxalino<2'''',3'''':2''',3'''><1,4>dioxonino<6''',5''':9',10'><1,4>benzodioxonino<6',5':9,10><1,4>benzodioxonino<2,3-b>quinoxaline
• CAS: 134654-28-7
• 化学式: C₈₀H₆₈I₄N₈O₈
• 分子量: 1777.09
• InChiKey: KTCQDMKAHUUVGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  23.87
• 重原子数：
  100.0
• 可旋转键数：
  20.0
• 环数：
  17.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  176.96
• 氢给体数：
  0.0
• 氢受体数：
  16.0

反应信息

• 作为产物：
  描述：

  7,17:8,16-dimetheno-9H,11H,13H,15H-quinoxalino<2'',3'':2',3'><1,4>benzodioxonino<10',9':5,6>quinoxalino<2'',3'':2',3'>quinoxalino<2'''',3'''':2''',3'''><1,4>dioxonino<6''',5''':9',10'><1,4>benzodioxonino<6',5':9,10><1,4>benzodioxonino<2,3-b>quinoxaline 在 sodium iodide 作用下， 以 丁酮 为溶剂， 反应 12.0h， 以85%的产率得到7,17:8,16-dimetheno-9H,11H,13H,15H-quinoxalino<2'',3'':2',3'><1,4>benzodioxonino<10',9':5,6>quinoxalino<2'',3'':2',3'>quinoxalino<2'''',3'''':2''',3'''><1,4>dioxonino<6''',5''':9',10'><1,4>benzodioxonino<6',5':9,10><1,4>benzodioxonino<2,3-b>quinoxaline
  参考文献：
  名称：

  Vases and kites as cavitands

  摘要：

  The syntheses, characterizations, and substituent effects on the vase vs kite conformations of 1-17 are described. These compounds are assembled by two-step syntheses from resorcinol (or 2-substituted derivatives) and aldehydes to form octols 18-26 in high yields, followed by 4-fold bridging reactions with quinoxalines 27-29 or pyrazine 30. In the crystal structure of 3.2CH2Cl2, one CH2Cl2 is enclosed in the vase cavity, while a second CH2Cl2 iS found surrounded by the four (CH2)4Cl groups. When the 2-position of resorcinol is hydrogen, only the vase form of the cavitands exists at 25-degrees-C or higher when quinoxaline bridged, as in 1-7, and at all available temperatures when pyrazine bridged, as in 13. The R and B groups of 1-7 can be varied to control solubility and cavity size without greatly affecting the vase-kite structures. When the 2-position of resorcinol is occupied by a methyl, an ethyl, or a bromine, as in 14-17, only the kite conformation is observed at all available temperatures. When the 2-position is hydrogen and the system is quinoxaline, only the kite conformer is observed at temperatures below -50-degrees-C. When the 2-position is CH3, the kite conformer equilibrates with its dimer. When the 2-position is CH3CH2, as in 17, the kite conformer does not form a dimer. The kite C2v structures under pseudorotation and also dimerize when they contain 2-methylresorcinyl groups to give dimers of D2d symmetry. In some systems, these processes could be differentiated by use of variable-temperature H-1 NMR spectra.

  DOI：

  10.1021/ja00015a026