1,3,5-tris[3-methoxycarbonyl-5-(ethynylphenyl)ethynyl]adamantane

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1,3,5-tris[3-methoxycarbonyl-5-(ethynylphenyl)ethynyl]adamantane
• 英文别名: Methyl 3-[2-[3,5-bis[2-(3-ethynyl-5-methoxycarbonylphenyl)ethynyl]-1-adamantyl]ethynyl]-5-ethynylbenzoate；methyl 3-[2-[3,5-bis[2-(3-ethynyl-5-methoxycarbonylphenyl)ethynyl]-1-adamantyl]ethynyl]-5-ethynylbenzoate
• 化学式: C₄₆H₃₄O₆
• 分子量: 682.772
• InChiKey: RVSMNQBCEDHUCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  52
• 可旋转键数：
  15
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,3,5-tris[3-methoxycarbonyl-5-(ethynylphenyl)ethynyl]adamantane 在 四甲基乙二胺 、 copper(l) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以12%的产率得到Hexamethyl tetradecacyclo[24.24.18.11,47.13,47.13,49.16,10.115,19.122,26.122,28.124,28.131,35.140,44.153,57.162,66]octaconta-6,8,10(80),15(79),16,18,31,33,35(75),40(74),41,43,53,55,57(70),62(69),63,65-octadecaen-4,11,13,20,29,36,38,45,51,58,60,67-dodecayne-8,17,33,42,55,64-hexacarboxylate
  参考文献：
  名称：

  Hollow Sphere Formation from a Three-Dimensional Structure Composed of an Adamantane-Based Cage

  摘要：

  An adamantane-based cage with a three-dimensional (3D) framework was synthesized by the copper-mediated acetylene coupling reaction, in which two 1,3,5-triethynyladamantane units were linked by phenyldiacetylenic bridges possessing ester groups. X-ray crystallography revealed that the cage has an internal space and accommodates a solvent molecule, which afforded molecular networks through CH/O interactions between cage molecules. Furthermore, the cage containing six ester groups spontaneously self-assembled into hollow spherical aggregates with an average diameter of 230 nm in a mixed solvent.

  DOI：

  10.1021/jo500989c
• 作为产物：
  描述：

  金刚烷 在 aluminum (III) chloride 、 copper(l) iodide 、 四(三苯基膦)钯 、 四丁基氟化铵 、 溴 、 铁粉 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 92.0h， 生成 1,3,5-tris[3-methoxycarbonyl-5-(ethynylphenyl)ethynyl]adamantane
  参考文献：
  名称：

  Hollow Sphere Formation from a Three-Dimensional Structure Composed of an Adamantane-Based Cage

  摘要：

  An adamantane-based cage with a three-dimensional (3D) framework was synthesized by the copper-mediated acetylene coupling reaction, in which two 1,3,5-triethynyladamantane units were linked by phenyldiacetylenic bridges possessing ester groups. X-ray crystallography revealed that the cage has an internal space and accommodates a solvent molecule, which afforded molecular networks through CH/O interactions between cage molecules. Furthermore, the cage containing six ester groups spontaneously self-assembled into hollow spherical aggregates with an average diameter of 230 nm in a mixed solvent.

  DOI：

  10.1021/jo500989c

文献信息

• Hollow Sphere Formation from a Three-Dimensional Structure Composed of an Adamantane-Based Cage
  作者：Masahide Tominaga、Kazuaki Ohara、Kentaro Yamaguchi、Isao Azumaya

  DOI：10.1021/jo500989c

  日期：2014.7.18

  An adamantane-based cage with a three-dimensional (3D) framework was synthesized by the copper-mediated acetylene coupling reaction, in which two 1,3,5-triethynyladamantane units were linked by phenyldiacetylenic bridges possessing ester groups. X-ray crystallography revealed that the cage has an internal space and accommodates a solvent molecule, which afforded molecular networks through CH/O interactions between cage molecules. Furthermore, the cage containing six ester groups spontaneously self-assembled into hollow spherical aggregates with an average diameter of 230 nm in a mixed solvent.