2,3-(2',3'-quinolino)-7,6-(2'',3''-<1,8>naphthyridino)tetracyclo<6.3.0.0^4,11.0^5,9>undecane | 131251-75-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2,3-(2',3'-quinolino)-7,6-(2'',3''-<1,8>naphthyridino)tetracyclo<6.3.0.0^4,11.0^5,9>undecane
• 英文别名: 4,6,26-triazaoctacyclo[14.11.0.02,14.03,12.05,10.013,17.018,27.020,25]heptacosa-3(12),4,6,8,10,18,20,22,24,26-decaene
• CAS: 131251-75-7
• 化学式: C₂₄H₁₇N₃
• 分子量: 347.419
• InChiKey: ARKIGGMKUGKTKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.89
• 重原子数：
  27.0
• 可旋转键数：
  0.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  38.67
• 氢给体数：
  0.0
• 氢受体数：
  3.0

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 、 乙醇 、 甲苯 为溶剂， 反应 76.0h， 生成 2,3-(2',3'-quinolino)-7,6-(2'',3''-<1,8>naphthyridino)tetracyclo<6.3.0.0^4,11.0^5,9>undecane
  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

文献信息

• LIM, JEAN-LUC;CHIRAYIL, SARA;THUMMEL, RANDOLPH P., J. ORG. CHEM., 56,(1991) N, C. 1492-1500
  作者：LIM, JEAN-LUC、CHIRAYIL, SARA、THUMMEL, RANDOLPH P.

  DOI：——

  日期：——