1,1'-bis(tert-butoxycarbonyl)-4,4'-bis[4-(trifluoromethyl)triptycen-9-ylethynyl]-6,6'-di-tert-butyl-2,2'-bibenzimidazole | 1353014-68-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,1'-bis(tert-butoxycarbonyl)-4,4'-bis[4-(trifluoromethyl)triptycen-9-ylethynyl]-6,6'-di-tert-butyl-2,2'-bibenzimidazole
• CAS: 1353014-68-2
• 化学式: C₇₈H₆₄F₆N₄O₄
• 分子量: 1235.38
• InChiKey: WYMKUJRHODDTQY-UHFFFAOYSA-N

物化性质

• 熔点：
  >300 °C
• 密度：
  1.27±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  18.64
• 重原子数：
  92.0
• 可旋转键数：
  1.0
• 环数：
  16.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  88.24
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1,1'-bis(tert-butoxycarbonyl)-4,4'-bis[4-(trifluoromethyl)triptycen-9-ylethynyl]-6,6'-di-tert-butyl-2,2'-bibenzimidazole 在 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Molecular Spur Gears Comprising Triptycene Rotators and Bibenzimidazole-Based Stators

  摘要：

  Dynamic gearing of molecular spur gears, the most common type of mechanical gear, is elucidated. Molecular design and conformational analysis show that derivatives of 4,4-bis(triptycen-9-ylethynyl)bibenzimidazole represent suitable constructs to investigate gearing behavior of collateral triptycene (Tp) groups. To test this design, DFT calculations (B97-D/Def2-TZVP) were employed and the results suggest that these molecules undergo geared rotation preferentially to gear slippage. Synthesis of derivatives was carried out, providing a series of molecular spur gears, including the first desymmetrized spur gear molecules, which were subsequently subjected to stereochemical analysis.

  DOI：

  10.1021/ja2063346
• 作为产物：
  描述：

  9-ethynyl-4-(trifluoromethyl)triptycene 、 1,1'-bis(tert-butoxycarbonyl)-4,4'-dibromo-6,6'-di-tert-butyl-2,2'-bibenzimidazole 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以67%的产率得到1,1'-bis(tert-butoxycarbonyl)-4,4'-bis[4-(trifluoromethyl)triptycen-9-ylethynyl]-6,6'-di-tert-butyl-2,2'-bibenzimidazole
  参考文献：
  名称：

  Molecular Spur Gears Comprising Triptycene Rotators and Bibenzimidazole-Based Stators

  摘要：

  Dynamic gearing of molecular spur gears, the most common type of mechanical gear, is elucidated. Molecular design and conformational analysis show that derivatives of 4,4-bis(triptycen-9-ylethynyl)bibenzimidazole represent suitable constructs to investigate gearing behavior of collateral triptycene (Tp) groups. To test this design, DFT calculations (B97-D/Def2-TZVP) were employed and the results suggest that these molecules undergo geared rotation preferentially to gear slippage. Synthesis of derivatives was carried out, providing a series of molecular spur gears, including the first desymmetrized spur gear molecules, which were subsequently subjected to stereochemical analysis.

  DOI：

  10.1021/ja2063346