2-iodo-5-[(p-methoxyphenyl)ethynyl]thiophene | 907178-01-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-iodo-5-[(p-methoxyphenyl)ethynyl]thiophene
• CAS: 907178-01-2
• 化学式: C₁₃H₉IOS
• 分子量: 340.184
• InChiKey: NEPZBOUCBOEMDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.76
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-iodo-5-[(p-methoxyphenyl)ethynyl]thiophene 、 4-ethynyl-[2.2]-p-cyclophane 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以63%的产率得到3'-{[2.2]paracyclophan-4-ylethynyl}-6'-[(p-methoxyphenyl)ethynyl]thiophene
  参考文献：
  名称：

  Synthesis and Structural Properties of Cyclophanes Containing Thiophene Rings in the Side-chain

  摘要：

  The synthesis of some cyclophanes bearing in the linear side-chain carbon-carbon triple bonds conjugated with thiophene rings has been reported. Structure analysis of the products based on extensive NMR investigation is presented. UV-Vis absorption spectra and fluorescence spectra have been measured. The analysis of the spectra points out a correlation between the maxima and the structure of the side-chain. The replacement of a benzene ring with a thiophene ring causes a bathochromic shift when the benzene ring close to the paracyclophane moiety is replaced.

  DOI：

  10.3987/com-06-10736
• 作为产物：
  描述：

  (4-甲氧基苯乙炔基)三甲基硅烷 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 tetra(tert-butyl)-ammonium fluoride 、 二乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 2-iodo-5-[(p-methoxyphenyl)ethynyl]thiophene
  参考文献：
  名称：

  Synthesis and Structural Properties of Cyclophanes Containing Thiophene Rings in the Side-chain

  摘要：

  The synthesis of some cyclophanes bearing in the linear side-chain carbon-carbon triple bonds conjugated with thiophene rings has been reported. Structure analysis of the products based on extensive NMR investigation is presented. UV-Vis absorption spectra and fluorescence spectra have been measured. The analysis of the spectra points out a correlation between the maxima and the structure of the side-chain. The replacement of a benzene ring with a thiophene ring causes a bathochromic shift when the benzene ring close to the paracyclophane moiety is replaced.

  DOI：

  10.3987/com-06-10736

文献信息

• Synthesis and Structural Properties of Cyclophanes Containing Thiophene Rings in the Side-chain
  作者：Aldo Taticchi、Assunta Marrocchi、Lucio Minuti、Selvaggia Landi、Eszter Gacs-Baitz

  DOI：10.3987/com-06-10736

  日期：——

  The synthesis of some cyclophanes bearing in the linear side-chain carbon-carbon triple bonds conjugated with thiophene rings has been reported. Structure analysis of the products based on extensive NMR investigation is presented. UV-Vis absorption spectra and fluorescence spectra have been measured. The analysis of the spectra points out a correlation between the maxima and the structure of the side-chain. The replacement of a benzene ring with a thiophene ring causes a bathochromic shift when the benzene ring close to the paracyclophane moiety is replaced.