1',1''-trimethylene-2,3:7,6-bis(2,',3'-quinolino)tetracyclo<6.3.0.04,11.05,9>undecane dibromide | 131251-79-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1',1''-trimethylene-2,3:7,6-bis(2,',3'-quinolino)tetracyclo<6.3.0.04,11.05,9>undecane dibromide
• 英文别名: 1',1''-trimethylene-2,3:7,6-bis(2,',3'-quinolino)tetracyclo<6.3.0.0^4,11.0^5,9>undecane dibromide
• CAS: 131251-79-1
• 化学式: 2Br*C₂₈H₂₄N₂
• 分子量: 548.32
• InChiKey: WLTPLGBMFXWWFX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.69
• 重原子数：
  31.0
• 可旋转键数：
  0.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  7.76
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  tetracyclo<6.3.0.0^4,11,0^5,9>undecane-2,6-dione 在 氢氧化钾 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 43.0h， 生成 1',1''-trimethylene-2,3:7,6-bis(2,',3'-quinolino)tetracyclo<6.3.0.04,11.05,9>undecane dibromide
  参考文献：
  名称：

  Heteroaromatic fused derivatives of tetracyclo[6.3.0.04,11.O5,9]undecane

  摘要：

  A series of rigid syn-orthocyclophanes is prepared by the Friedlander condensation of appropriate o-amino-benzaldehyde derivatives with tetracyclo[6.3.0.0(4,11).0(5,9)]undecane-2,7-dione. The reaction may proceed in a stepwise fashion so that unsymmetrical layered compounds can be prepared. These species can be further elaborated by oxidation to quinolinequinones or N-oxides and quaternization to quinolinium salts. Molecular mechanics calculations agree closely with X-ray analysis in describing the structural properties of these cyclophanes. Analysis of the H-1 NMR and UV spectra as well as the reduction potentials of these molecules support a moderate electronic interaction between the decks. Initial investigations regarding their ability to serve as cleft-type hosts are described.

  DOI：

  10.1021/jo00004a029