4-[2-[3-(2-Diphenylphosphorylethynyl)phenyl]ethynyl]benzonitrile | 1510838-19-3

• 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: 4-[2-[3-(2-Diphenylphosphorylethynyl)phenyl]ethynyl]benzonitrile
• 英文别名: 4-[2-[3-(2-diphenylphosphorylethynyl)phenyl]ethynyl]benzonitrile
• CAS: 1510838-19-3
• 化学式: C₂₉H₁₈NOP
• 分子量: 427.442
• InChiKey: COWNKLNBIXWBCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-溴蒽 、 4-[2-[3-(2-Diphenylphosphorylethynyl)phenyl]ethynyl]benzonitrile 在 potassium tert-butylate 、 copper(l) iodide 、 四(三苯基膦)钯 、 二异丙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 17.0h， 以76%的产率得到4-[2-[3-(2-Anthracen-9-ylethynyl)phenyl]ethynyl]benzonitrile
  参考文献：
  名称：

  One-Pot Transformation of Ph₂P(O)-Protected Ethynes: Deprotection Followed by Transition Metal-Catalyzed Coupling

  摘要：

  Ph2P(O)-protected ethynes were successfully transformed to arylethynes in one-pot manner through t-BuOK-catalyzed deprotection followed by Sonogashira coupling with aryl halide. The arylethynes were obtained similarly by Ph2P(O)-deprotection, stannylation of the resulting terminal ethynes, and Migita-Kosugi-Stille coupling. Deprotection followed by intramolecular Eglinton coupling could be carried out in one-pot to provide cyclic butadiynes.

  DOI：

  10.1021/jo402176w
• 作为产物：
  描述：

  4-(2-Diphenylphosphanylethynyl)benzonitrile 在 potassium tert-butylate 、 双氧水 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 19.0h， 生成 4-[2-[3-(2-Diphenylphosphorylethynyl)phenyl]ethynyl]benzonitrile
  参考文献：
  名称：

  One-Pot Transformation of Ph₂P(O)-Protected Ethynes: Deprotection Followed by Transition Metal-Catalyzed Coupling

  摘要：

  Ph2P(O)-protected ethynes were successfully transformed to arylethynes in one-pot manner through t-BuOK-catalyzed deprotection followed by Sonogashira coupling with aryl halide. The arylethynes were obtained similarly by Ph2P(O)-deprotection, stannylation of the resulting terminal ethynes, and Migita-Kosugi-Stille coupling. Deprotection followed by intramolecular Eglinton coupling could be carried out in one-pot to provide cyclic butadiynes.

  DOI：

  10.1021/jo402176w

文献信息

• One-Pot Transformation of Ph₂P(O)-Protected Ethynes: Deprotection Followed by Transition Metal-Catalyzed Coupling
  作者：Lifen Peng、Feng Xu、Yoshinori Suzuma、Akihiro Orita、Junzo Otera

  DOI：10.1021/jo402176w

  日期：2013.12.20

  Ph2P(O)-protected ethynes were successfully transformed to arylethynes in one-pot manner through t-BuOK-catalyzed deprotection followed by Sonogashira coupling with aryl halide. The arylethynes were obtained similarly by Ph2P(O)-deprotection, stannylation of the resulting terminal ethynes, and Migita-Kosugi-Stille coupling. Deprotection followed by intramolecular Eglinton coupling could be carried out in one-pot to provide cyclic butadiynes.