4,7-bis(trimethylsilyl)ethynylbenzo[c][1,2,5]oxadiazole | 1416981-25-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶二唑类
• 英文名称: 4,7-bis(trimethylsilyl)ethynylbenzo[c][1,2,5]oxadiazole
• 英文别名: Trimethyl-[2-[4-(2-trimethylsilylethynyl)-2,1,3-benzoxadiazol-7-yl]ethynyl]silane；trimethyl-[2-[4-(2-trimethylsilylethynyl)-2,1,3-benzoxadiazol-7-yl]ethynyl]silane
• CAS: 1416981-25-3
• 化学式: C₁₆H₂₀N₂OSi₂
• 分子量: 312.519
• InChiKey: BBZBXURDGUCKCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.68
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,7-bis(trimethylsilyl)ethynylbenzo[c][1,2,5]oxadiazole 在 甲醇 、 溴化三(三苯基磷)铜 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 16.25h， 生成 4,7-bis(1-(2,5,8,11,15,18,21,24-octaoxapentacosan-13-yl)-1H-1,2,3-triazol-4-yl)benzo[c][1,2,5]oxadiazole
  参考文献：
  名称：

  Water-Soluble Bis-triazolyl Benzochalcogendiazole Cycloadducts as Tunable Metal Ion Sensors

  摘要：

  A series of bis-triazolyl benzochalcogendiazoles was synthesized to investigate their metal-binding capabilities. These fluorophores were formed through the cycloaddition of an ethynylated benzochalcogendiazole and a water-soluble azide. Variation of the chalcogen heteroatom was seen to affect the photophysical properties as well as the metal-binding activity. These cycloadducts exhibited a distinct response to Cu2+, Ni2+, and Ag+ in water. The binding affinity for the copper and nickel ions increased moving the chalcogen atom from O to Se. Statistical analysis of the spectral data enabled differentiation of Ag+, Cu2+, and Ni2+ ions.

  DOI：

  10.1021/jo3024889
• 作为产物：
  描述：

  4,7-二溴苯并呋咱 、 三甲基乙炔基硅 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以60%的产率得到4,7-bis(trimethylsilyl)ethynylbenzo[c][1,2,5]oxadiazole
  参考文献：
  名称：

  Water-Soluble Bis-triazolyl Benzochalcogendiazole Cycloadducts as Tunable Metal Ion Sensors

  摘要：

  A series of bis-triazolyl benzochalcogendiazoles was synthesized to investigate their metal-binding capabilities. These fluorophores were formed through the cycloaddition of an ethynylated benzochalcogendiazole and a water-soluble azide. Variation of the chalcogen heteroatom was seen to affect the photophysical properties as well as the metal-binding activity. These cycloadducts exhibited a distinct response to Cu2+, Ni2+, and Ag+ in water. The binding affinity for the copper and nickel ions increased moving the chalcogen atom from O to Se. Statistical analysis of the spectral data enabled differentiation of Ag+, Cu2+, and Ni2+ ions.

  DOI：

  10.1021/jo3024889

文献信息

• Water-Soluble Bis-triazolyl Benzochalcogendiazole Cycloadducts as Tunable Metal Ion Sensors
  作者：Jonathan J. Bryant、Benjamin D. Lindner、Uwe H. F. Bunz

  DOI：10.1021/jo3024889

  日期：2013.2.1

  A series of bis-triazolyl benzochalcogendiazoles was synthesized to investigate their metal-binding capabilities. These fluorophores were formed through the cycloaddition of an ethynylated benzochalcogendiazole and a water-soluble azide. Variation of the chalcogen heteroatom was seen to affect the photophysical properties as well as the metal-binding activity. These cycloadducts exhibited a distinct response to Cu2+, Ni2+, and Ag+ in water. The binding affinity for the copper and nickel ions increased moving the chalcogen atom from O to Se. Statistical analysis of the spectral data enabled differentiation of Ag+, Cu2+, and Ni2+ ions.