16-benzyl-19-nitro-2,3,5,6,8,9,11,12,15,16-decahydro-14H-1,4,7,10,13,16-benzopentaoxazacyclooctadecine | 1329551-60-1

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 16-benzyl-19-nitro-2,3,5,6,8,9,11,12,15,16-decahydro-14H-1,4,7,10,13,16-benzopentaoxazacyclooctadecine
• CAS: 1329551-60-1
• 化学式: C₂₃H₃₀N₂O₇
• 分子量: 446.5
• InChiKey: XDXCVAGPJSUBPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  32.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  92.53
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  14-(2-benzylamino-5-nitrophenoxy)-3,6,9,12-tetraoxatetradecan-1-ol 在 吡啶 、 氯化亚砜 、 sodium hydride 、 sodium iodide 作用下， 以 四氢呋喃 、 氯仿 、 丙酮 、 paraffin 为溶剂， 反应 108.0h， 生成 16-benzyl-19-nitro-2,3,5,6,8,9,11,12,15,16-decahydro-14H-1,4,7,10,13,16-benzopentaoxazacyclooctadecine
  参考文献：
  名称：

  Host-guest complexes of nitro-substituted N-alkylbenzoaza-18-crowns-6

  摘要：

  A number of N-alkyl(nitrobenzo)aza-18-crowns-6 in which the nitrogen atom in the macroring is conjugated with the benzene ring were synthesized, and their complexing power was compared with that of model nitro derivatives of benzo-18-crown-6 and N-phenylaza-18-crown-6 using (1)H NMR spectroscopy and DFT/PBE quantum-chemical calculations. The stability constants of the complexes formed by crown ethers with NH(4/+), EtNH(3/+), Li(+), Na(+), and K(+) in CD(3)CN were determined by (1)H NMR titration. The complexing power of N-alkyl(nitrobenzo)aza-18-crowns-6 toward metal and ammonium cation was considerably higher than that of N-(4-nitrophenyl)aza-18-crown-6 and N-alkyl(nitrobenzo)aza-15-crown-5 and was comparable or higher than that of nitrobenzo-18-crown-6.

  DOI：

  10.1134/s1070428011070220