1-iodo-4'-phenyl-p-<2>cubyl

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-iodo-4'-phenyl-p-<2>cubyl
• 英文别名: 1-Iodo-4-(4-phenylcuban-1-yl)cubane；1-iodo-4-(4-phenylcuban-1-yl)cubane
• 化学式: C₂₂H₁₇I
• 分子量: 408.281
• InChiKey: BDNGYOOWLMCSJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.73
• 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：

  1-iodo-4-phenylcubane 、 1,4-二碘五环[4.2.0.02,5.03,8.04,7]辛烷 在 碘 、 叔丁基锂 作用下， 生成 1-phenyl-p-<2>cubyl 、 1-iodo-4'-phenyl-p-<2>cubyl 、 1-iodo-4''-phenyl-p-<3>cubyl 、 1-iodo-4'''-phenyl-p-<4>cubyl
  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

文献信息

• Building with Cubane-1,4-diyl. Synthesis of Aryl-Substituted Cubanes, <i>p</i>-[<i>n</i>]Cubyls, and Cubane-Separated Bis(arenes)¹
  作者：Philip E. Eaton、Kakumanu Pramod、Todd Emrick、Richard Gilardi

  DOI：10.1021/ja983441f

  日期：1999.5.1

  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.