9,10-bis[4-(trimethylsilylethynyl)phenyl]anthracene | 1267659-32-4

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 9,10-bis[4-(trimethylsilylethynyl)phenyl]anthracene
• 英文别名: Trimethyl-[2-[4-[10-[4-(2-trimethylsilylethynyl)phenyl]anthracen-9-yl]phenyl]ethynyl]silane；trimethyl-[2-[4-[10-[4-(2-trimethylsilylethynyl)phenyl]anthracen-9-yl]phenyl]ethynyl]silane
• CAS: 1267659-32-4
• 化学式: C₃₆H₃₄Si₂
• 分子量: 522.837
• InChiKey: UKPHQNGETJBEFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.78
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  5.0
• 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

• 作为反应物：
  描述：

  9,10-bis[4-(trimethylsilylethynyl)phenyl]anthracene 在 正丁基锂 、 二氯二茂锆 、 三氟乙酸 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 24.0h， 以645 mg的产率得到C₁₀₈H₁₀₈Si₆
  参考文献：
  名称：

  Diphenylanthracene Macrocylces from Reductive Zirconocene Coupling: On the Edge of Steric Overload

  摘要：

  Trimeric diphenylanthracene macrocycles were synthesized via the zirconocene-mediated coupling of 9,10-bis-[4-trimethylsilyl(ethynyl)phenyl]anthracene. The macrocycles feature a strained architecture due to orientation of the anthracene units into the plane of the macrocycle. The demetalated cyclophane exhibits a considerably higher flexibility in solution, while the zirconocene-containing macrocycle is quite rigid.

  DOI：

  10.1021/ol2000099
• 作为产物：
  描述：

  对溴碘苯 在 copper(l) iodide 、 四(三苯基膦)钯 、 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 38.0h， 生成 9,10-bis[4-(trimethylsilylethynyl)phenyl]anthracene
  参考文献：
  名称：

  Diphenylanthracene Macrocylces from Reductive Zirconocene Coupling: On the Edge of Steric Overload

  摘要：

  Trimeric diphenylanthracene macrocycles were synthesized via the zirconocene-mediated coupling of 9,10-bis-[4-trimethylsilyl(ethynyl)phenyl]anthracene. The macrocycles feature a strained architecture due to orientation of the anthracene units into the plane of the macrocycle. The demetalated cyclophane exhibits a considerably higher flexibility in solution, while the zirconocene-containing macrocycle is quite rigid.

  DOI：

  10.1021/ol2000099

文献信息

• Diphenylanthracene Macrocylces from Reductive Zirconocene Coupling: On the Edge of Steric Overload
  作者：Viktoria H. Gessner、T. Don Tilley

  DOI：10.1021/ol2000099

  日期：2011.3.4

  Trimeric diphenylanthracene macrocycles were synthesized via the zirconocene-mediated coupling of 9,10-bis-[4-trimethylsilyl(ethynyl)phenyl]anthracene. The macrocycles feature a strained architecture due to orientation of the anthracene units into the plane of the macrocycle. The demetalated cyclophane exhibits a considerably higher flexibility in solution, while the zirconocene-containing macrocycle is quite rigid.