methyl 5-ethynyl-2-[3-(methoxycarbonyl)-4-(phenylethynyl)phenylethynyl]benzoate | 879412-99-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 5-ethynyl-2-[3-(methoxycarbonyl)-4-(phenylethynyl)phenylethynyl]benzoate
• 英文别名: Methyl 5-ethynyl-2-[2-[3-methoxycarbonyl-4-(2-phenylethynyl)phenyl]ethynyl]benzoate；methyl 5-ethynyl-2-[2-[3-methoxycarbonyl-4-(2-phenylethynyl)phenyl]ethynyl]benzoate
• CAS: 879412-99-4
• 化学式: C₂₈H₁₈O₄
• 分子量: 418.449
• InChiKey: PUFZRYQODZAIKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 5-ethynyl-2-[3-(methoxycarbonyl)-4-(phenylethynyl)phenylethynyl]benzoate 、 1,8-diiodo-10-methoxyanthracene 在 Pd(Ph₂)Cl₂ copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以75%的产率得到1,8-bis{3-[methoxycarbonyl]-4-[3-(methoxycarbonyl)-4-(phenylethynyl)phenylethynyl]phenylethynyl}-10-methoxyantracene
  参考文献：
  名称：

  The synthesis of bis(oligophenyleneethynylenes): novel potential nonlinear optical materials

  摘要：

  Various functionalised phenyleneethynylene dimers 10 and trimers 12 were synthesised by palladium-catalyzed Sonogashira methodology. These dimers and trimers were coupled to 1,8-diido-10-methoxyanthracene to generate bis(oligophenyleneethynylenes) 17 and 18. Preliminary results towards the construction of both phenyleneethynylene and phenylenevinylene hybrid motifs are presented. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.015
• 作为产物：
  描述：

  methyl 2-[3-(methoxycarbonyl)-4-(phenylethynyl)-phenylethynyl]-5-(trimethylsilylethynyl)benzoate 在 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 以100%的产率得到methyl 5-ethynyl-2-[3-(methoxycarbonyl)-4-(phenylethynyl)phenylethynyl]benzoate
  参考文献：
  名称：

  The synthesis of bis(oligophenyleneethynylenes): novel potential nonlinear optical materials

  摘要：

  Various functionalised phenyleneethynylene dimers 10 and trimers 12 were synthesised by palladium-catalyzed Sonogashira methodology. These dimers and trimers were coupled to 1,8-diido-10-methoxyanthracene to generate bis(oligophenyleneethynylenes) 17 and 18. Preliminary results towards the construction of both phenyleneethynylene and phenylenevinylene hybrid motifs are presented. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.015

文献信息

• The synthesis of bis(oligophenyleneethynylenes): novel potential nonlinear optical materials
  作者：David J. Armitt、Geoffrey T. Crisp

  DOI：10.1016/j.tet.2005.11.015

  日期：2006.2

  Various functionalised phenyleneethynylene dimers 10 and trimers 12 were synthesised by palladium-catalyzed Sonogashira methodology. These dimers and trimers were coupled to 1,8-diido-10-methoxyanthracene to generate bis(oligophenyleneethynylenes) 17 and 18. Preliminary results towards the construction of both phenyleneethynylene and phenylenevinylene hybrid motifs are presented. (c) 2005 Elsevier Ltd. All rights reserved.