(8Z)-8-chloro-6,7-dihydro-9-(1,2-dihydronaphthalen-4-yl)-7-methoxy-5H-benzo[7]annulene | 1263098-84-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (8Z)-8-chloro-6,7-dihydro-9-(1,2-dihydronaphthalen-4-yl)-7-methoxy-5H-benzo[7]annulene
• CAS: 1263098-84-5
• 化学式: C₂₂H₂₁ClO
• 分子量: 336.861
• InChiKey: BYJXDLDGJCWAOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.63
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  甲醇 、 1,1-Dichlor-7b-(3,4-dihydro-1-naphthyl)-1a,2,3,7b-tetrahydro-1H-cyclopropanaphthalin 反应 12.0h， 生成 (8Z)-8-chloro-6,7-dihydro-9-(1,2-dihydronaphthalen-4-yl)-7-methoxy-5H-benzo[7]annulene
  参考文献：
  名称：

  The conformational diastereomers of 7-substituted-(8Z)-8-chloro-6,7-dihydro-9-(1,2-dihydro-6-R-naphthalen-4-yl)-2-R-5H-benzo[7]annulene, the question of atropisomerism versus ring inversion

  摘要：

  Conformational diastereomers of 7-substituted-(8Z)-8-chloro-6,7-dihydro-9-(1,2-dihydro-naphthalen-4-yl)-5H-benzo[7]annulene 1 are observed at room temperature in solution. Two conformational processes are possible in 1, i.e. atropisomerism around the sp(2)-sp(2) pivot bond and ring inversion of cycloheptadiene moiety which together provide four minima structures. The (3)J calculation by Haasnoot equation on optimized structures is accordance with the 7-substituents in pseudo equatorial (exo) position in both forms. The barrier to conformational process is determined by dynamic H-1-NMR spectroscopy to be Delta G(not equal) ((365K))=74.5+/-0.5 kJ/mol. Solvent dependent populations of the two forms are studied in DMSO-d(6) and CDCl3, the population ratio is not sensitive to solvent polarity.

  DOI：

  10.3998/ark.5550190.0011.905