5-phenyl-5'-[(trimethylsilyl)ethynyl]-2,2'-bipyridine | 1133486-50-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 5-phenyl-5'-[(trimethylsilyl)ethynyl]-2,2'-bipyridine
• 英文别名: 5-phenyl-5'-[(trimetylsilyl)ethynyl]-2,2'-bipirydine
• CAS: 1133486-50-6
• 化学式: C₂₁H₂₀N₂Si
• 分子量: 328.489
• InChiKey: OAYLJRVRRNGWEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.04
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  25.78
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5-phenyl-5'-[(trimethylsilyl)ethynyl]-2,2'-bipyridine 在 甲醇 、 potassium fluoride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以75%的产率得到5-ethynyl-5'-phenyl-2,2'-bipyridine
  参考文献：
  名称：

  Surprising Substituent Effects on the Self-Assembly of Helicates from Bis(bipyridyl) BINOL Ligands

  摘要：

  A number of different bis(bipyridyl) BINOL ligands were prepared using a convergent building block approach, These were studied with regard to their ability to undergo self-assembly to dinuclear helicatcs upon coordination to suitable late-transition-metal ions. Surprisingly, the substituents at the periphery of the ligand structure were found to have a marked influence on the outcome of the self-assembly processes with regard to the helicates composition, the stereoselectivity of the helicate formation, their redox reactivity, and their electronical properties as scrutinized by NMR- and CD-spectroscopic methods as well as ESI-mass spectrometric methods.

  DOI：

  10.1021/jo900254r
• 作为产物：
  描述：

  2-溴-5-苯基吡啶 、 alkaline earth salt of/the/ methylsulfuric acid 在 叔丁基锂 、 zinc(II) chloride 、 四(三苯基膦)钯 作用下， 反应 20.5h， 以59%的产率得到5-phenyl-5'-[(trimethylsilyl)ethynyl]-2,2'-bipyridine
  参考文献：
  名称：

  Surprising Substituent Effects on the Self-Assembly of Helicates from Bis(bipyridyl) BINOL Ligands

  摘要：

  A number of different bis(bipyridyl) BINOL ligands were prepared using a convergent building block approach, These were studied with regard to their ability to undergo self-assembly to dinuclear helicatcs upon coordination to suitable late-transition-metal ions. Surprisingly, the substituents at the periphery of the ligand structure were found to have a marked influence on the outcome of the self-assembly processes with regard to the helicates composition, the stereoselectivity of the helicate formation, their redox reactivity, and their electronical properties as scrutinized by NMR- and CD-spectroscopic methods as well as ESI-mass spectrometric methods.

  DOI：

  10.1021/jo900254r

文献信息

• Bunzen, Jens; Bruhn, Torsten; Bringmann, Gerhard, Journal of the American Chemical Society, 2009, vol. 131, p. 3621 - 3630
  作者：Bunzen, Jens、Bruhn, Torsten、Bringmann, Gerhard、Luetzen, Arne

  DOI：——

  日期：——