1,4-bis(9-methoxy-9H-fluoren-9-yl)buta-1,3-diyne | 1084908-90-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 1,4-bis(9-methoxy-9H-fluoren-9-yl)buta-1,3-diyne
• CAS: 1084908-90-6
• 化学式: C₃₂H₂₂O₂
• 分子量: 438.525
• InChiKey: RZKJTVCVXGROGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.13
• 重原子数：
  34.0
• 可旋转键数：
  2.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,4-bis(9-methoxy-9H-fluoren-9-yl)buta-1,3-diyne 在 氯氟磺酰 、 五氟化锑 、 氟磺酸 作用下， 生成
  参考文献：
  名称：

  Antiaromaticity in Distal Bisfluorenyl Dications Separated by Multiple Discrete Spacer Units

  摘要：

  The effect of spacers on the antiaromaticity of bisfluorenyl dications was examined. For systems such as 4a-c in which extensive delocalization of the positive charge through the pi-system is not possible, a relationship based primarily on localized hyperconjugation as well as the distance between the fluorenyl systems and their antiaromaticity was demonstrated. Dications 2a-c and 3a-c also show the relationship, but it is further modulated by delocalization through the pi-system. Calculated assessment of antiaromaticity was supported by experimental shifts for 2a,b and 3a-c.

  DOI：

  10.1021/ol802389n
• 作为产物：
  描述：

  9,9'-(buta-1,3-diyne-1,4-diyl)bis(9H-fluoren-9-ol) 、 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 2.25h， 以67%的产率得到1,4-bis(9-methoxy-9H-fluoren-9-yl)buta-1,3-diyne
  参考文献：
  名称：

  Antiaromaticity in Distal Bisfluorenyl Dications Separated by Multiple Discrete Spacer Units

  摘要：

  The effect of spacers on the antiaromaticity of bisfluorenyl dications was examined. For systems such as 4a-c in which extensive delocalization of the positive charge through the pi-system is not possible, a relationship based primarily on localized hyperconjugation as well as the distance between the fluorenyl systems and their antiaromaticity was demonstrated. Dications 2a-c and 3a-c also show the relationship, but it is further modulated by delocalization through the pi-system. Calculated assessment of antiaromaticity was supported by experimental shifts for 2a,b and 3a-c.

  DOI：

  10.1021/ol802389n