2'-Nitrospirofluorene> | 133872-19-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2'-Nitrospirofluorene>
• 英文别名: 2'-Nitrospiro[cyclobutane-1,9'-fluorene]
• CAS: 133872-19-2
• 化学式: C₁₆H₁₃NO₂
• 分子量: 251.285
• InChiKey: VDSSDAVWRUUWLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2'-Nitrospirofluorene> 生成 2'-Aminospirofluorene>
  参考文献：
  名称：

  Comparison of the magnetic anisotropy of the cyclopropane and cyclobutane ring systems as probed by proton NMR spectroscopy of spiro[cycloalkanefluorenes]

  摘要：

  A series of fluorenes in which the 9-position is either substituted with two hydrogens or is part of a three-, four-, or five-membered cycloalkane and the 2-position is substituted with H, NO2, or NH2 has been prepared and the proton and carbon-13 NMR spectra measured. The proton NMR chemical shifts and coupling constants were obtained from the LOACOON fitting procedure. The geometries and conformational equilibria were obtained by molecular mechanics methods and used to calculate an average van der Waals' strain energy for the H1' and H8' protons. The fluorene and spirocyclopentylfluorene were used as model compounds so that the ''special'' magnetic anisotropy effects of cyclopropane and cyclobutane rings could be estimated. The typical behavior of cyclopropane was confirmed: upfield shifts of protons located above and below the plane of the ring. A small downfield shift was found for the spirocyclobutanes; however, it is not large enough to force the conclusion that cyclobutane has a group magnetic anisotropy similar but opposite in direction to cyclopropane. Proton chemical shifts in this series of compounds cannot be used as an argument for the antiaromaticity of cyclobutane.

  DOI：

  10.1021/jo00011a040