1,2-bis(9-methoxy-9H-dibenzocyclohepatrien-9-yl)ethyne | 1039752-44-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 英文名称: 1,2-bis(9-methoxy-9H-dibenzocyclohepatrien-9-yl)ethyne
• 英文别名: 2-Methoxy-2-[2-(2-methoxy-2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenyl)ethynyl]tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaene
• CAS: 1039752-44-7
• 化学式: C₃₄H₂₆O₂
• 分子量: 466.579
• InChiKey: KOLCMNJATSBQRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-bis(9-methoxy-9H-dibenzocyclohepatrien-9-yl)ethyne 在 氯氟磺酰 、 五氟化锑 、 氟磺酸 作用下， 反应 0.25h， 生成
  参考文献：
  名称：

  Antiaromatic Spacer-Bridged Bisfluorenyl Dications Generated by Superacid Induced Ionization

  摘要：

  Derivatives of the dication of tetrabenzo[5.5]fulvalene were prepared with phenyl and ethynyl spacers through ionization of the appropriate bis-methylethers. The antiaromaticity shown by the parent dication was demonstrated for these dications with spacers, although it was attenuated by the presence of the spacer. It was substantially greater than that of fluorenyl monocations with similar substituents. Antiaromaticity was evaluated through comparison of (1)H NMR shifts with those of acyclic analogues, through nucleus independent chemical shifts, and through magnetic susceptibility exaltation. Although the fluorenyl systems are separated by spacers, the antiaromaticity of one system is affected by the other remote fluorenyl system. An explanation for this interaction may lie in the ability of a remote cationic substituent to attenuate delocalization in the spacer. The use of spacers is designed to prevent side reactions in less stable antiaromatic dications, allowing exploration of a number of species that have previously been inaccessible.

  DOI：

  10.1021/ja711501k
• 作为产物：
  描述：

  、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 0.25h， 以560 mg的产率得到1,2-bis(9-methoxy-9H-dibenzocyclohepatrien-9-yl)ethyne
  参考文献：
  名称：

  Antiaromatic Spacer-Bridged Bisfluorenyl Dications Generated by Superacid Induced Ionization

  摘要：

  Derivatives of the dication of tetrabenzo[5.5]fulvalene were prepared with phenyl and ethynyl spacers through ionization of the appropriate bis-methylethers. The antiaromaticity shown by the parent dication was demonstrated for these dications with spacers, although it was attenuated by the presence of the spacer. It was substantially greater than that of fluorenyl monocations with similar substituents. Antiaromaticity was evaluated through comparison of (1)H NMR shifts with those of acyclic analogues, through nucleus independent chemical shifts, and through magnetic susceptibility exaltation. Although the fluorenyl systems are separated by spacers, the antiaromaticity of one system is affected by the other remote fluorenyl system. An explanation for this interaction may lie in the ability of a remote cationic substituent to attenuate delocalization in the spacer. The use of spacers is designed to prevent side reactions in less stable antiaromatic dications, allowing exploration of a number of species that have previously been inaccessible.

  DOI：

  10.1021/ja711501k