Trimethyl-[4-[2,4,6-tris(4-methylphenyl)-3,5-bis(4-trimethylsilylphenyl)phenyl]phenyl]silane | 1542081-68-4

• 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: Trimethyl-[4-[2,4,6-tris(4-methylphenyl)-3,5-bis(4-trimethylsilylphenyl)phenyl]phenyl]silane
• 英文别名: trimethyl-[4-[2,4,6-tris(4-methylphenyl)-3,5-bis(4-trimethylsilylphenyl)phenyl]phenyl]silane
• CAS: 1542081-68-4
• 化学式: C₅₄H₆₀Si₃
• 分子量: 793.327
• InChiKey: NGBAIHWSAJYCLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.25
• 重原子数：
  57
• 可旋转键数：
  9
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  三甲基氯硅烷 、 1,2,3,4,5,6-六（4-溴苯基）苯 、 碘甲烷 在 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 2.5h， 以59%的产率得到Trimethyl-[4-[2,4,6-tris(4-methylphenyl)-3,5-bis(4-trimethylsilylphenyl)phenyl]phenyl]silane
  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

• 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.