[4-[2,4-Bis(4-bromophenyl)-6-[4-(trifluoromethyl)phenyl]-3,5-bis(4-trimethylsilylphenyl)phenyl]phenyl]-trimethylsilane | 1542081-63-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [4-[2,4-Bis(4-bromophenyl)-6-[4-(trifluoromethyl)phenyl]-3,5-bis(4-trimethylsilylphenyl)phenyl]phenyl]-trimethylsilane
• 英文别名: [4-[2,4-bis(4-bromophenyl)-6-[4-(trifluoromethyl)phenyl]-3,5-bis(4-trimethylsilylphenyl)phenyl]phenyl]-trimethylsilane
• CAS: 1542081-63-9
• 化学式: C₅₂H₅₁Br₂F₃Si₃
• 分子量: 977.037
• InChiKey: LDLBYUFRCMBQBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.87
• 重原子数：
  60
• 可旋转键数：
  9
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对溴三氟甲苯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 叔丁基锂 作用下， 以 四氢呋喃 、 二苯醚 、 三乙胺 为溶剂， 反应 7.0h， 生成 [4-[2,4-Bis(4-bromophenyl)-6-[4-(trifluoromethyl)phenyl]-3,5-bis(4-trimethylsilylphenyl)phenyl]phenyl]-trimethylsilane
  参考文献：
  名称：

  Selective Alternate Derivatization of the Hexaphenylbenzene Framework through a Thermodynamically Controlled Halogen Dance

  摘要：

  We report a practical synthetic protocol and mechanistic details for the selective alternate derivatization of the hexaphenylbenzene (HPB) framework through a thermodynamically controlled halogen dance. The stability of the alternately trilithiated species of HPB is interpreted by the through-space interaction at the ipso-carbons of the phenyl groups of the HPB framework. By using this approach, C-3-symmetric and lower-symmetric HPB derivatives possessing two or three kinds of substituents on the periphery have become easily and practically available.

  DOI：

  10.1021/ol500041j

文献信息

• Mesityllithium and p-(dimethylamino)phenyllithium for the selective alternate trilithiation of the hexaphenylbenzene framework
  作者：Tatsuo Kojima、Shuichi Hiraoka

  DOI：10.1039/c4cc04520c

  日期：——

  We report mesityllithium and p-(dimethylamino)phenyllithium as new valuable lithiating reagents, which realize Br/Li exchange reaction of bromoarenes at relatively high temperature in THF. With these reagents, we established the general and practical protocols for the selective alternate trilithiation of the hexaphenylbenzene framework.

  我们报道了异丁基锂和对-（二甲基氨基）苯基锂作为新的有价值的锂化试剂，它们在较高温度下在THF中实现溴芳烃的Br / Li交换反应。用这些试剂，我们建立了六苯基苯骨架选择性交替三锂化的通用和实用方案。
• Selective Alternate Derivatization of the Hexaphenylbenzene Framework through a Thermodynamically Controlled Halogen Dance
  作者：Tatsuo Kojima、Shuichi Hiraoka

  DOI：10.1021/ol500041j

  日期：2014.2.7

  We report a practical synthetic protocol and mechanistic details for the selective alternate derivatization of the hexaphenylbenzene (HPB) framework through a thermodynamically controlled halogen dance. The stability of the alternately trilithiated species of HPB is interpreted by the through-space interaction at the ipso-carbons of the phenyl groups of the HPB framework. By using this approach, C-3-symmetric and lower-symmetric HPB derivatives possessing two or three kinds of substituents on the periphery have become easily and practically available.