7,18:8,16-dimethyl-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... | 134654-29-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7,18:8,16-dimethyl-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...
• 英文别名: 61,65,69,73-Tetrakis(2-methylpropyl)-2,13,17,28,32,43,47,58-octaoxa-4,11,19,26,34,41,49,56-octazaheptadecacyclo[57.15.1.160,74.03,12.05,10.014,72.016,70.018,27.020,25.029,68.031,66.033,42.035,40.044,64.046,62.048,57.050,55]hexaheptaconta-1(75),3,5,7,9,11,14,16(70),18,20,22,24,26,29,31(66),33,35,37,39,41,44(64),45,48,50,52,54,56,59,62,67,71,74(76)-dotriacontaene；61,65,69,73-tetrakis(2-methylpropyl)-2,13,17,28,32,43,47,58-octaoxa-4,11,19,26,34,41,49,56-octazaheptadecacyclo[57.15.1.160,74.03,12.05,10.014,72.016,70.018,27.020,25.029,68.031,66.033,42.035,40.044,64.046,62.048,57.050,55]hexaheptaconta-1(75),3,5,7,9,11,14,16(70),18,20,22,24,26,29,31(66),33,35,37,39,41,44(64),45,48,50,52,54,56,59,62,67,71,74(76)-dotriacontaene
• CAS: 134654-29-8
• 化学式: C₇₆H₆₄N₈O₈
• 分子量: 1217.39
• InChiKey: GRPFSDGBFNFFHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.7
• 重原子数：
  92
• 可旋转键数：
  8
• 环数：
  17.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  177
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  2,3-二氯喹喔啉 、 C-iso-butyl-calix[4]resorcinarene 在 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 72.0h， 以93%的产率得到7,18:8,16-dimethyl-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

文献信息

• Vases and kites as cavitands
  作者：John R. Moran、John L. Ericson、Enrico Dalcanale、Judi A. Bryant、Carolyn B. Knobler、Donald J. Cram

  DOI：10.1021/ja00015a026

  日期：1991.7

  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.