40,41,49,50,51,52-Hexafluoro-1,9,17,25-tetrazanonacyclo[15.15.7.79,25.13,7.111,15.119,23.127,31.134,38.143,47]dopentaconta-3(51),4,6,11(50),12,14,19(49),20,22,27,29,31(41),34(40),35,37,43,45,47(52)-octadecaene | 226887-82-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 40,41,49,50,51,52-Hexafluoro-1,9,17,25-tetrazanonacyclo[15.15.7.79,25.13,7.111,15.119,23.127,31.134,38.143,47]dopentaconta-3(51),4,6,11(50),12,14,19(49),20,22,27,29,31(41),34(40),35,37,43,45,47(52)-octadecaene
• CAS: 226887-82-7
• 化学式: C₄₈H₄₂F₆N₄
• 分子量: 788.879
• InChiKey: KLUHCCFPADSNRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  58
• 可旋转键数：
  0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  13
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid, trifluoro-, lead(2+) salt 、 40,41,49,50,51,52-Hexafluoro-1,9,17,25-tetrazanonacyclo[15.15.7.79,25.13,7.111,15.119,23.127,31.134,38.143,47]dopentaconta-3(51),4,6,11(50),12,14,19(49),20,22,27,29,31(41),34(40),35,37,43,45,47(52)-octadecaene 以 氘代氯仿 、 氘代乙腈 为溶剂， 生成
  参考文献：
  名称：

  A Study of C−F···M⁺ Interaction:  Metal Complexes of Fluorine-Containing Cage Compounds

  摘要：

  The C-F . . .M+ interaction was investigated by observation of the NMR spectroscopic changes and complexation studies between metal cations and the cage compounds 1 and 2 which have fluorobenzene units as donor atoms. As a result, the interaction was detected with. all of the metal cations which form. complexes with 1 and 2. The stability of the complexes of I and 2 was determined by the properties of the metal cations (ionic radii and degree of hydrolysis), not by the hard-soft nature of the cations. Crystallographic analyses of Tl+ subset of 1 and La3+ subset of 2 provided structural information (interatomic distances and bond angles), and the bond strengths, C-F . . .M+, O . . .M+, and N . . .M+, were estimated by Brown's equation based on the structural data. Short C-F . . . Tl+ (2.952-3.048 Angstrom) distances were observed in the complex Tl+ subset of 1. The C-F bond lengths in the complexes, Tl+ subset of 1 and La3+ subset of 2, are elongated compared to those of the metal-free compounds. Interestingly, no solvent molecules including water molecules were coordinated to La3+ in the La3+ subset of 2. The stabilization energy of cation-dipole interaction was calculated on the basis of the data from X-ray crystallographic analysis, and it is roughly consistent with the -DeltaH values estimated in solution. Thus, the C-F . . .M+ interaction can be expressed by the cation-dipole interaction. This result explains the fact that compound I which has fluorine atom as hard donor strongly binds soft metals such as Ag+ and Tl+. Furthermore, it was concluded that the fluorobenzene unit has a poor electron-donating ability compared to that of ether oxygen or amine nitrogen, and thus the ratio of the coordination bond in C-F . . .M+ is small. The specific and remarkable changes in the H-1, C-13, and F-19 NMR spectra were observed accompanied by the complexation between M+ and the hosts 1 and 2. These spectral features are important tools for the investigation of the C-F . . .M+ interaction. Furthermore, F . . . Tl+ spin couplings were observed at room temperature in the Tl+ subset of 1, 2 (J(F-Tl) = 2914 Hz for Tl+ subset of 1 and 4558 Hz for Tl+ subset of 2), and these are clear and definitive evidence of the interaction.

  DOI：

  10.1021/ja0043587
• 作为产物：
  描述：

  2,6-双(溴甲基)氟苯 、 2-Fluoro-1,3-bis(aminomethyl)benzene dihydrochloride 在 氢氧化钾 、 四丁基溴化铵 、 水 作用下， 以 二氯甲烷 为溶剂， 以2.3%的产率得到40,41,49,50,51,52-Hexafluoro-1,9,17,25-tetrazanonacyclo[15.15.7.79,25.13,7.111,15.119,23.127,31.134,38.143,47]dopentaconta-3(51),4,6,11(50),12,14,19(49),20,22,27,29,31(41),34(40),35,37,43,45,47(52)-octadecaene
  参考文献：
  名称：

  含氟大环笼化合物的钾配合物：氟原子与金属离子之间的相互作用。

  摘要：

  可以将新的供体CF单元添加到客体化学领域。以含氟的笼型化合物1为主体证明了氟原子与钾离子之间的相互作用。K + ⊂1的六个氟原子以扭曲的八面体方式与K +配位。

  DOI：

  10.1002/(sici)1521-3773(19990401)38:7<959::aid-anie959>3.0.co;2-8