2,7-bis(tetraphenylethenyl)-9,9-dihexylfluorene

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 2,7-bis(tetraphenylethenyl)-9,9-dihexylfluorene
• 英文别名: 9,9-Dihexyl-2,7-bis[4-(1,2,2-triphenylethenyl)phenyl]fluorene
• 化学式: C₇₇H₇₀
• 分子量: 995.403
• InChiKey: MMLCWCJGUVYIIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  25.2
• 重原子数：
  77
• 可旋转键数：
  20
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  二苯基甲烷 在 四(三苯基膦)钯 正丁基锂 、 sodium carbonate 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 正己烷 、 水 、 甲苯 为溶剂， 反应 19.5h， 生成 2,7-bis(tetraphenylethenyl)-9,9-dihexylfluorene
  参考文献：
  名称：

  Practical Synthesis of Unsymmetrical Tetraarylethylenes and Their Application for the Preparation of [Triphenylethylene−Spacer−Triphenylethylene] Triads

  摘要：

  [GRAPHICS]We have demonstrated that reactions of diphenylmethyllithium with a variety of substituted benzophenones produces corresponding tertiary alcohols that are easily dehydrated, without any need for purification, to produce various unsymmetrical and symmetrical tetraarylethylenes in excellent yields. The simplicity of the method allows for the preparation of a variety of ethylenic derivatives in multigram (10-50 g) quantities with great ease. The methodology was successfully employed for the preparation of various triphenylethylene (TPE)-based triads (i.e., TPE-spacer-TPE) containing polyphenylene and fluoranyl-based spacers. The ready availability of various substituted tetraarylethylenes allowed us to shed light on the effect of substituents on the oxidation potentials (E-ox) of various tetraarylethylenes. Moreover, the electronic coupling among the triphenylethylene moieties in various TPE-spacer-TPE triads was briefly probed by electrochemical and optical methods.

  DOI：

  10.1021/jo701474y

文献信息

• Practical Synthesis of Unsymmetrical Tetraarylethylenes and Their Application for the Preparation of [Triphenylethylene−Spacer−Triphenylethylene] Triads
  作者：Moloy Banerjee、Susanna J. Emond、Sergey V. Lindeman、Rajendra Rathore

  DOI：10.1021/jo701474y

  日期：2007.10.1

  [GRAPHICS]We have demonstrated that reactions of diphenylmethyllithium with a variety of substituted benzophenones produces corresponding tertiary alcohols that are easily dehydrated, without any need for purification, to produce various unsymmetrical and symmetrical tetraarylethylenes in excellent yields. The simplicity of the method allows for the preparation of a variety of ethylenic derivatives in multigram (10-50 g) quantities with great ease. The methodology was successfully employed for the preparation of various triphenylethylene (TPE)-based triads (i.e., TPE-spacer-TPE) containing polyphenylene and fluoranyl-based spacers. The ready availability of various substituted tetraarylethylenes allowed us to shed light on the effect of substituents on the oxidation potentials (E-ox) of various tetraarylethylenes. Moreover, the electronic coupling among the triphenylethylene moieties in various TPE-spacer-TPE triads was briefly probed by electrochemical and optical methods.