4-(pyren-1-ylethynyl)-N-(4-(pyren-1-ylethynyl)phenyl)-N-((tetrahydro-2H-pyran-2-yl)oxy)benzamide | 1360771-80-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 4-(pyren-1-ylethynyl)-N-(4-(pyren-1-ylethynyl)phenyl)-N-((tetrahydro-2H-pyran-2-yl)oxy)benzamide
• CAS: 1360771-80-7
• 化学式: C₅₄H₃₅NO₃
• 分子量: 745.877
• InChiKey: YEINTEFCUBYRQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.39
• 重原子数：
  58.0
• 可旋转键数：
  4.0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-(pyren-1-ylethynyl)-N-(4-(pyren-1-ylethynyl)phenyl)-N-((tetrahydro-2H-pyran-2-yl)oxy)benzamide 在 20 % Pd(OH)2/C 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 3.0h， 以52%的产率得到4-(2-(pyren-1-yl)ethyl)-N-(4-(2-(pyren-1-yl)ethyl)phenyl)-N-((tetrahydro-2H-pyran-2-yl)oxy)benzamide
  参考文献：
  名称：

  Solvent-dependent conformational and fluorescence change of an N-phenylbenzohydroxamic acid derivative bearing two pyrene moieties

  摘要：

  The conformation of N-phenylbenzohydroxamic acid has been reported to change depending on the solvent properties. Here, we newly synthesized N-phenylbenzohydroxamic acid derivative, which contains two pyrene moieties separated from the phenyl rings by ethylene linkers. It showed solvent-dependent conformational change, and its fluorescence was also solvent-dependent, that is, only monomer fluorescence of pyrene was observed in DMSO or DMF, whereas the excimer fluorescence was observed in CH2Cl2 or CHCl3. Thus, the structural characteristics could be converted to fluorescence change as output, which would be a good candidate as a fluorescent sensor. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.02.012
• 作为产物：
  描述：

  1-(trimethylsilylethynyl)pyrene 在 甲醇 、 bis-triphenylphosphine-palladium(II) chloride 、 potassium fluoride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 68.0h， 生成 4-(pyren-1-ylethynyl)-N-(4-(pyren-1-ylethynyl)phenyl)-N-((tetrahydro-2H-pyran-2-yl)oxy)benzamide
  参考文献：
  名称：

  Solvent-dependent conformational and fluorescence change of an N-phenylbenzohydroxamic acid derivative bearing two pyrene moieties

  摘要：

  The conformation of N-phenylbenzohydroxamic acid has been reported to change depending on the solvent properties. Here, we newly synthesized N-phenylbenzohydroxamic acid derivative, which contains two pyrene moieties separated from the phenyl rings by ethylene linkers. It showed solvent-dependent conformational change, and its fluorescence was also solvent-dependent, that is, only monomer fluorescence of pyrene was observed in DMSO or DMF, whereas the excimer fluorescence was observed in CH2Cl2 or CHCl3. Thus, the structural characteristics could be converted to fluorescence change as output, which would be a good candidate as a fluorescent sensor. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.02.012