4-[(E)-3-oxo-3-(pyren-1-ylmethoxy)prop-1-enyl]benzoic acid | 1266318-75-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 4-[(E)-3-oxo-3-(pyren-1-ylmethoxy)prop-1-enyl]benzoic acid
• CAS: 1266318-75-5
• 化学式: C₂₇H₁₈O₄
• 分子量: 406.438
• InChiKey: WMKZKEVUULEKMA-GIDUJCDVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-羟基丁二酰亚胺 、 4-[(E)-3-oxo-3-(pyren-1-ylmethoxy)prop-1-enyl]benzoic acid 在 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以0.278 g的产率得到(E)-2,5-dioxopyrrolidin-1-yl 4-(3-oxo-3-(1-pyrenemethoxy)prop-1-enyl)benzoate
  参考文献：
  名称：

  Building Addressable Libraries: Site-Selective Use of Pd(0) Catalysts on Microelectrode Arrays

  摘要：

  Site-selective Pd(0)-catalyzed reactions have been developed to functionalize a microelectrode array. Heck, Suzuki, and allylation reactions have all been accomplished. The reactions are compatible with both 1K and 12K arrays and work best when a nonsugar porous reaction layer is used. Suzuki reactions are faster than the Heck reactions and thus require more careful control of the reactions in order to maintain confinement. The allylation reaction requires a different confining agent than the Heck and Suzuki reactions but can be accomplished nicely with quinone as an oxidant for Pd(0).

  DOI：

  10.1021/ja107490t
• 作为产物：
  描述：

  4-碘苯甲酸 、 1-pyrenemethyl acrylate 在 四丁基溴化铵 、 palladium diacetate 、 三乙胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-[(E)-3-oxo-3-(pyren-1-ylmethoxy)prop-1-enyl]benzoic acid
  参考文献：
  名称：

  Building Addressable Libraries: Site-Selective Use of Pd(0) Catalysts on Microelectrode Arrays

  摘要：

  Site-selective Pd(0)-catalyzed reactions have been developed to functionalize a microelectrode array. Heck, Suzuki, and allylation reactions have all been accomplished. The reactions are compatible with both 1K and 12K arrays and work best when a nonsugar porous reaction layer is used. Suzuki reactions are faster than the Heck reactions and thus require more careful control of the reactions in order to maintain confinement. The allylation reaction requires a different confining agent than the Heck and Suzuki reactions but can be accomplished nicely with quinone as an oxidant for Pd(0).

  DOI：

  10.1021/ja107490t

文献信息

• Building Addressable Libraries: Site-Selective Use of Pd(0) Catalysts on Microelectrode Arrays
  作者：Libo Hu、Melissae Stuart、Jun Tian、Karl Maurer、Kevin D. Moeller

  DOI：10.1021/ja107490t

  日期：2010.11.24

  Site-selective Pd(0)-catalyzed reactions have been developed to functionalize a microelectrode array. Heck, Suzuki, and allylation reactions have all been accomplished. The reactions are compatible with both 1K and 12K arrays and work best when a nonsugar porous reaction layer is used. Suzuki reactions are faster than the Heck reactions and thus require more careful control of the reactions in order to maintain confinement. The allylation reaction requires a different confining agent than the Heck and Suzuki reactions but can be accomplished nicely with quinone as an oxidant for Pd(0).