3,5-bis((6-iodo-4-octyloxy-2-pyridyl)ethynyl)pyridine | 1537918-44-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,5-bis((6-iodo-4-octyloxy-2-pyridyl)ethynyl)pyridine
• 英文别名: 2-Iodo-6-[2-[5-[2-(6-iodo-4-octoxypyridin-2-yl)ethynyl]pyridin-3-yl]ethynyl]-4-octoxypyridine
• CAS: 1537918-44-7
• 化学式: C₃₅H₄₁I₂N₃O₂
• 分子量: 789.538
• InChiKey: HLTGTKKEDVZBJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11
• 重原子数：
  42
• 可旋转键数：
  20
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  57.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,5-bis((6-iodo-4-octyloxy-2-pyridyl)ethynyl)pyridine 、 2,6-bis(5-ethynyl-3-pyridylethynyl)-4-octyloxypyridine 在 sodium 2'-(dicyclohexylphosphanyl)-2,6-diisopropylbiphenyl-4-sulfonate 、 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 copper(l) iodide 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 29.0h， 以24%的产率得到2,6-[3,5-Pyridinediylbis[ethynylene[4-(octyloxy)pyridine-2,6-diyl]ethynylene(3,5-pyridinediyl)ethynylene]]-4-(octyloxy)pyridine
  参考文献：
  名称：

  Alternating 2,6-/3,5-Substituted Pyridine-Acetylene Macrocycles: π-Stacking Self-Assemblies Enhanced by Intermolecular Dipole–Dipole Interaction

  摘要：

  Macrocyclic compounds consisting of three 2,6-pyridylene and three 3,5-pyridylene units linked by acetylene bonds were synthesized by a Sonogashira reaction. The X-ray structures showed pi-stacked pairs of two macrocycles, in which a 2,6-pyridylene unit of the one molecule overlaps a 3,5-pyridylene of the other molecule because of dipole-dipole interaction. Atomic force microscope (AFM) measurements revealed fibril structures indicating the stacking of the rigid planar macrocycles. Hydrogen-bonding ability of the macrocyclic inside was demonstrated by the addition of octyl beta-D-glucopyranoside.

  DOI：

  10.1021/ol403579e
• 作为产物：
  描述：

  3,5-二乙炔吡啶 、 2,6-diiodo-4-(octyloxy)pyridine 在 copper(l) iodide 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以73%的产率得到3,5-bis((6-iodo-4-octyloxy-2-pyridyl)ethynyl)pyridine
  参考文献：
  名称：

  Alternating 2,6-/3,5-Substituted Pyridine-Acetylene Macrocycles: π-Stacking Self-Assemblies Enhanced by Intermolecular Dipole–Dipole Interaction

  摘要：

  Macrocyclic compounds consisting of three 2,6-pyridylene and three 3,5-pyridylene units linked by acetylene bonds were synthesized by a Sonogashira reaction. The X-ray structures showed pi-stacked pairs of two macrocycles, in which a 2,6-pyridylene unit of the one molecule overlaps a 3,5-pyridylene of the other molecule because of dipole-dipole interaction. Atomic force microscope (AFM) measurements revealed fibril structures indicating the stacking of the rigid planar macrocycles. Hydrogen-bonding ability of the macrocyclic inside was demonstrated by the addition of octyl beta-D-glucopyranoside.

  DOI：

  10.1021/ol403579e