1,4-bis(hydroxycarbonyl)-2,7-dihexylcubane | 226896-58-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子
• 英文名称: 1,4-bis(hydroxycarbonyl)-2,7-dihexylcubane
• CAS: 226896-58-8
• 化学式: C₂₂H₃₂O₄
• 分子量: 360.494
• InChiKey: NBJFXHRTRZKTMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.57
• 重原子数：
  26.0
• 可旋转键数：
  12.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  74.6
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,4-bis(hydroxycarbonyl)-2,7-dihexylcubane 在 4-二甲氨基吡啶 、 草酰氯 、 2-碘-1,1,1-三氟乙烷 、 2-mercaptopyridine-1-oxide sodium salt 作用下， 以 苯 为溶剂， 以55%的产率得到1,4-diiodo-2,7-dihexylcubane
  参考文献：
  名称：

  Building with Cubane-1,4-diyl. Synthesis of Aryl-Substituted Cubanes, p-[n]Cubyls, and Cubane-Separated Bis(arenes)¹

  摘要：

  On treatment with an organolithium 1,4-diiodocubane generates cubane-1,4-diyl, a highly reactive species, shown here to be a versatile precursor to numerous aryl substituted cubanes, available now for the first time in high yield. The diyl is demonstrated to provide a good route to bicubyl and its derivatives. A kind of "living polymerization" of the diyl is developed to give the p-[n]cubyls. These oligomers are rigid rods made up of cubanes linked together at the 1 and 4 positions, each cubane adding similar to 4.15 Angstrom to the length. The properties of these rods, some more than 15 Angstrom long, are discussed, as are methods for modifying their solubility. X-ray crystallographic analyses of some of these compounds an presented, with emphasis on packing parameters.

  DOI：

  10.1021/ja983441f
• 作为产物：
  描述：

  1,4-diiodo-2,7-bis(N-methyl-N-tert-butylcarboxamido)cubane 在 lithium aluminium tetrahydride 、 叔丁基锂 、 二甲基二环氧乙烷 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 4.5h， 生成 1,4-bis(hydroxycarbonyl)-2,7-dihexylcubane
  参考文献：
  名称：

  Building with Cubane-1,4-diyl. Synthesis of Aryl-Substituted Cubanes, p-[n]Cubyls, and Cubane-Separated Bis(arenes)¹

  摘要：

  On treatment with an organolithium 1,4-diiodocubane generates cubane-1,4-diyl, a highly reactive species, shown here to be a versatile precursor to numerous aryl substituted cubanes, available now for the first time in high yield. The diyl is demonstrated to provide a good route to bicubyl and its derivatives. A kind of "living polymerization" of the diyl is developed to give the p-[n]cubyls. These oligomers are rigid rods made up of cubanes linked together at the 1 and 4 positions, each cubane adding similar to 4.15 Angstrom to the length. The properties of these rods, some more than 15 Angstrom long, are discussed, as are methods for modifying their solubility. X-ray crystallographic analyses of some of these compounds an presented, with emphasis on packing parameters.

  DOI：

  10.1021/ja983441f