4-(5-bromopyridine-2-ylethynyl)benzonitrile | 880266-33-1

• 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-(5-bromopyridine-2-ylethynyl)benzonitrile
• 英文别名: 4-(5-Bromopyridine-2-ylethynyl)benzonitrile；4-[2-(5-bromopyridin-2-yl)ethynyl]benzonitrile
• CAS: 880266-33-1
• 化学式: C₁₄H₇BrN₂
• 分子量: 283.127
• InChiKey: ZXCIBCQICSGRFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  36.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(5-bromopyridine-2-ylethynyl)benzonitrile 、 N-苯基-1-萘胺 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 三叔丁基膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以60%的产率得到(4-(5-naphthalen-1-yl-phenylamino)pyridin-2-ylethynyl)benzonitrile
  参考文献：
  名称：

  Self-assembly molecular architectures with novel cyclic dimers

  摘要：

  Highly emissive conjugated compounds containing pyridine (or pyrimidine) and cyano ligands have been synthesized by palladium-catalyzed cross-coupling reaction. These ligands readily react with Re(CO)(3)(THF)(2)Br to form cyclic supramolecules by self-assembly processes. At room temperature these supramolecules are emissive, and the emission is ligand-localized, as evidenced from the Stokes shift and the lifetime data. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.10.046
• 作为产物：
  描述：

  5-溴-2-碘吡啶 、 4-乙炔基苯甲腈 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 二乙胺 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以73%的产率得到4-(5-bromopyridine-2-ylethynyl)benzonitrile
  参考文献：
  名称：

  Self-assembly molecular architectures with novel cyclic dimers

  摘要：

  Highly emissive conjugated compounds containing pyridine (or pyrimidine) and cyano ligands have been synthesized by palladium-catalyzed cross-coupling reaction. These ligands readily react with Re(CO)(3)(THF)(2)Br to form cyclic supramolecules by self-assembly processes. At room temperature these supramolecules are emissive, and the emission is ligand-localized, as evidenced from the Stokes shift and the lifetime data. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.10.046

文献信息

• Self-assembly molecular architectures with novel cyclic dimers
  作者：Ping-Hsin Huang、Jiann T. Lin、Ming-Chang P. Yeh

  DOI：10.1016/j.jorganchem.2005.10.046

  日期：2006.2

  Highly emissive conjugated compounds containing pyridine (or pyrimidine) and cyano ligands have been synthesized by palladium-catalyzed cross-coupling reaction. These ligands readily react with Re(CO)(3)(THF)(2)Br to form cyclic supramolecules by self-assembly processes. At room temperature these supramolecules are emissive, and the emission is ligand-localized, as evidenced from the Stokes shift and the lifetime data. (c) 2005 Elsevier B.V. All rights reserved.