1,3,5-tris(4-cyano-3,5-bis((2-hydroxyethoxy)methyl)phenylethynyl)benzene | 289618-02-6

• 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(4-cyano-3,5-bis((2-hydroxyethoxy)methyl)phenylethynyl)benzene
• 英文别名: 4-[2-[3,5-Bis[2-[4-cyano-3,5-bis(2-hydroxyethoxymethyl)phenyl]ethynyl]phenyl]ethynyl]-2,6-bis(2-hydroxyethoxymethyl)benzonitrile；4-[2-[3,5-bis[2-[4-cyano-3,5-bis(2-hydroxyethoxymethyl)phenyl]ethynyl]phenyl]ethynyl]-2,6-bis(2-hydroxyethoxymethyl)benzonitrile
• CAS: 289618-02-6
• 化学式: C₅₁H₅₁N₃O₁₂
• 分子量: 897.979
• InChiKey: IPEGQOUFNKFNQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  66
• 可旋转键数：
  30
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  248
• 氢给体数：
  6
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  silver trifluoromethanesulfonate 、 1,3,5-tris(4-cyano-3,5-bis((2-hydroxyethoxy)methyl)phenylethynyl)benzene 以 丙酮 、 苯 为溶剂， 生成 1,3,5-tris(4-cyano-3,5-bis((2-hydroxyethoxy)methyl)phenylethynyl)benzene*AgCF3SO3
  参考文献：
  名称：

  Porous Siloxane Linked Phenylacetylene Nitrile Silver Salts from Solid State Dimerization and Low Polymerization

  摘要：

  Three 3-fold symmetric rigid backbone phenylacetylene nitrile molecules have been prepared to which one to six hydroxy side chains have been attached. These molecules were cocrystallized with silver(I) trifluoromethanesulfonate (triflate) to form microcrystalline porous solids. X-ray powder data show that all three crystal structures are isotypic to the crystal structures found in previous single crystal studies on related systems. Structural models based on these earlier single crystal structures have theoretical powder patterns in reasonable agreement with the experimentally observed patterns. These crystalline materials were allowed to react with silyl triflates. H-1 NMR and X-ray powder studies show that the silyl triflate groups react with the alcohol terminated side chains to form siloxane linkages with retention of the initial crystal structure. In the case of 1,3,5-tris(4-((4-cyanophenyl)ethynyl)-2-((4-hydroxybutoxy)methyl)phenylethynyl)benzene, a phenylacetylene nitrile molecule with three alcohol side chains, the introduction of di-tert-butylsilyl bis(trifluoromethanesulfonate) resulted in the formation of low polymers with average weight molecular weight of 7 x 10(4). This polymerized material shows increased chemical robustness in contrast to the unpolymerized material. It is stable in a variety of solvents, including overnight exposure to boiling water. Exchange experiments with toluene show that this final material is still porous.

  DOI：

  10.1021/ja0009119
• 作为产物：
  描述：

  4-bromo-2,6-bis(bromomethyl)benzonitrile 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 sodium hydride 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 16.33h， 生成 1,3,5-tris(4-cyano-3,5-bis((2-hydroxyethoxy)methyl)phenylethynyl)benzene
  参考文献：
  名称：

  Porous Siloxane Linked Phenylacetylene Nitrile Silver Salts from Solid State Dimerization and Low Polymerization

  摘要：

  Three 3-fold symmetric rigid backbone phenylacetylene nitrile molecules have been prepared to which one to six hydroxy side chains have been attached. These molecules were cocrystallized with silver(I) trifluoromethanesulfonate (triflate) to form microcrystalline porous solids. X-ray powder data show that all three crystal structures are isotypic to the crystal structures found in previous single crystal studies on related systems. Structural models based on these earlier single crystal structures have theoretical powder patterns in reasonable agreement with the experimentally observed patterns. These crystalline materials were allowed to react with silyl triflates. H-1 NMR and X-ray powder studies show that the silyl triflate groups react with the alcohol terminated side chains to form siloxane linkages with retention of the initial crystal structure. In the case of 1,3,5-tris(4-((4-cyanophenyl)ethynyl)-2-((4-hydroxybutoxy)methyl)phenylethynyl)benzene, a phenylacetylene nitrile molecule with three alcohol side chains, the introduction of di-tert-butylsilyl bis(trifluoromethanesulfonate) resulted in the formation of low polymers with average weight molecular weight of 7 x 10(4). This polymerized material shows increased chemical robustness in contrast to the unpolymerized material. It is stable in a variety of solvents, including overnight exposure to boiling water. Exchange experiments with toluene show that this final material is still porous.

  DOI：

  10.1021/ja0009119