4-(2-(pyren-1-yl)ethynyl)benzonitrile | 54273-36-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 4-(2-(pyren-1-yl)ethynyl)benzonitrile
• 英文别名: 4-(2-Pyren-1-ylethynyl)benzonitrile
• CAS: 54273-36-8
• 化学式: C₂₅H₁₃N
• 分子量: 327.385
• InChiKey: ATZQJOHRDPELSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-溴芘 、 4-乙炔基苯甲腈 在 四(三苯基膦)钯 、 copper(II) sulfate 、 sodium ascorbate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以97%的产率得到4-(2-(pyren-1-yl)ethynyl)benzonitrile
  参考文献：
  名称：

  Click-Reagent Version of Sonogashira Coupling Protocol to Conjugated Fluorescent Alkynes with No or Reduced Homocoupling

  摘要：

  A click-reagent version of the Sonogashira-coupling protocol has been developed. Diarylalkynes with donor and/or acceptor substituents have been synthesized via this protocol at moderate to excellent yields and with no or drastically reduced quantities of undesired homocoupled side products. This protocol is green-solvent compatible, air-insensitive, and effective under microwave conditions.

  DOI：

  10.1021/jo200005n

文献信息

• Click-Reagent Version of Sonogashira Coupling Protocol to Conjugated Fluorescent Alkynes with No or Reduced Homocoupling
  作者：Subhendu Sekhar Bag、Rajen Kundu、Manas Das

  DOI：10.1021/jo200005n

  日期：2011.4.1

  A click-reagent version of the Sonogashira-coupling protocol has been developed. Diarylalkynes with donor and/or acceptor substituents have been synthesized via this protocol at moderate to excellent yields and with no or drastically reduced quantities of undesired homocoupled side products. This protocol is green-solvent compatible, air-insensitive, and effective under microwave conditions.