9-(3,4-dimethoxyphenyl)-9-(3-methoxyphenyl)fluorene | 1443550-51-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-(3,4-dimethoxyphenyl)-9-(3-methoxyphenyl)fluorene
• 英文别名: 9H-9-(3,4-dimethoxyphenyl)-9-(3-methoxyphenyl)fluorene；9-(3,4-Dimethoxyphenyl)-9-(3-methoxyphenyl)fluorene
• CAS: 1443550-51-3
• 化学式: C₂₈H₂₄O₃
• 分子量: 408.497
• InChiKey: GFALKXDUAUXNND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9-(3,4-dimethoxyphenyl)-9-(3-methoxyphenyl)fluorene 在 molybdenum pentachloride 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以86%的产率得到2,3,7-trimethoxy-9,9'-spirobifluorene
  参考文献：
  名称：

  Modular Access to 9,9-Spirobifluorenes by Oxidative Coupling Using Molybdenum Pentachloride

  摘要：

  The strong oxidizing agent molybdenum pentachloride was used for an efficient direct C-C bond formation of 9,9-diarylfluorenes to the corresponding 9,9-spirobifluorenes. Thus, a versatile method that is compatible with labile groups, such as iodo moieties, was established. By this approach important building blocks for light emitting polymers were synthesized in high yields.

  DOI：

  10.1055/s-0033-1338297
• 作为产物：
  描述：

  (3-methoxyphenyl)magnesium bromide 在 硫酸 、 巯基乙酸 作用下， 以 乙醚 、 水 为溶剂， 反应 16.67h， 生成 9-(3,4-dimethoxyphenyl)-9-(3-methoxyphenyl)fluorene
  参考文献：
  名称：

  Modular Access to 9,9-Spirobifluorenes by Oxidative Coupling Using Molybdenum Pentachloride

  摘要：

  The strong oxidizing agent molybdenum pentachloride was used for an efficient direct C-C bond formation of 9,9-diarylfluorenes to the corresponding 9,9-spirobifluorenes. Thus, a versatile method that is compatible with labile groups, such as iodo moieties, was established. By this approach important building blocks for light emitting polymers were synthesized in high yields.

  DOI：

  10.1055/s-0033-1338297

文献信息

• Initial Radical Cation Pathway in the Mo₂Cl₁₀-Mediated Dehydrogenative Arene Coupling
  作者：Jana Leppin、Moritz Schubert、Siegfried R. Waldvogel、Katja Heinze

  DOI：10.1002/chem.201406522

  日期：2015.3.9

  Experimental (EPR) and theoretical (DFT) evidence is provided for radical cation formation as initial step in the Mo2Cl10‐mediated dehydrogenative arene coupling. The initial electron transfer from methoxyarenes to molybdenum proceeds via an inner sphere mechanism.

  实验（EPR）和理论（DFT）为自由基阳离子的形成提供了证据，作为Mo 2 Cl 10介导的脱氢芳烃偶联的第一步。从甲氧基芳烃到钼的初始电子转移是通过内球机理进行的。