4,6,16,18-tetra(3-pyridylphenylethynyl)-11,23-dimethyl-2,8,14,20-tetraoxacalix[4]arene | 1609563-28-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4,6,16,18-tetra(3-pyridylphenylethynyl)-11,23-dimethyl-2,8,14,20-tetraoxacalix[4]arene
• 英文别名: 3-[2-[11,23-Dimethyl-6,16,18-tris(2-pyridin-3-ylethynyl)-2,8,14,20-tetraoxapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaen-4-yl]ethynyl]pyridine；3-[2-[11,23-dimethyl-6,16,18-tris(2-pyridin-3-ylethynyl)-2,8,14,20-tetraoxapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaen-4-yl]ethynyl]pyridine
• CAS: 1609563-28-1
• 化学式: C₅₄H₃₂N₄O₄
• 分子量: 800.872
• InChiKey: KLKJUTXIJAFSBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  62
• 可旋转键数：
  8
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3,5-二羟基甲苯 、 1,3-difluoro-4,6-di(3-pyridylethynyl)benzene 在 cesium fluoride 作用下， 以 二甲基亚砜 为溶剂， 反应 48.0h， 以66%的产率得到4,6,16,18-tetra(3-pyridylphenylethynyl)-11,23-dimethyl-2,8,14,20-tetraoxacalix[4]arene
  参考文献：
  名称：

  Single Step Synthesis of Acetylene-Substituted Oxacalix[4]arenes

  摘要：

  Oxacalixarenes bearing acetylene groups are synthesized in a single step by nucleophilic aromatic substitution reactions of orcinol with various 1,5-diethynyl-2,4-difluorobenzenes. Thermodynamic equilibration of the cyclooligomer mixtures was accomplished for arylethynyl activating groups, leading to increased yields of the corresponding oxacalix[4]arenes. A 1,3-alternate macrocycle conformation is observed in the solid state, presenting a large V-shaped pi-surface.

  DOI：

  10.1021/ol5010627

文献信息

• Single Step Synthesis of Acetylene-Substituted Oxacalix[4]arenes
  作者：Jay Wm. Wackerly、Mengfei Zhang、Stephen T. Nodder、Stephen M. Carlin、Jeffrey L. Katz

  DOI：10.1021/ol5010627

  日期：2014.6.6

  Oxacalixarenes bearing acetylene groups are synthesized in a single step by nucleophilic aromatic substitution reactions of orcinol with various 1,5-diethynyl-2,4-difluorobenzenes. Thermodynamic equilibration of the cyclooligomer mixtures was accomplished for arylethynyl activating groups, leading to increased yields of the corresponding oxacalix[4]arenes. A 1,3-alternate macrocycle conformation is observed in the solid state, presenting a large V-shaped pi-surface.