(E)-2-(1-tetradecen-3-yn-1-yl)-5-[(trimethylsilyl)ethynyl]pyridine | 805240-16-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (E)-2-(1-tetradecen-3-yn-1-yl)-5-[(trimethylsilyl)ethynyl]pyridine
• 英文别名: trimethyl-[2-[6-[(E)-tetradec-1-en-3-ynyl]pyridin-3-yl]ethynyl]silane
• CAS: 805240-16-8
• 化学式: C₂₄H₃₅NSi
• 分子量: 365.634
• InChiKey: QYJMZRYZLSFHGB-WUKNDPDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.86
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-2-(1-tetradecen-3-yn-1-yl)-5-[(trimethylsilyl)ethynyl]pyridine 在 copper(l) iodide 、 四(三苯基膦)钯 、 四丁基氟化铵 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 C₃₀H₃₂N₂
  参考文献：
  名称：

  Site-Selective Monotitanation of Dialkynylpyridines and Its Application for Preparation of Highly Fluorescent π-Conjugated Oligomers

  摘要：

  Reaction of Ti(O-i-Pr)(4)/2i-PrMgCl reagent with 2,n-bis[(trimethylsilyl)ethynyl]pyridines, where n is 3, 4, 5, and 6, or with 3,4-bis[(trimethylsilyl)ethynyl]pyridines, proceeded with excellent site-selectivity to afford the corresponding monotitanated complex. Synthetic application of the reaction was demonstrated by an efficient preparation of pi-conjugated oligomers having pyridine and enyne units alternately, which possess intense blue fluorescence emission.

  DOI：

  10.1021/ol048316p
• 作为产物：
  描述：

  2,5-bis[(trimethylsilyl)ethynyl]pyridine 在 titanium(IV) isopropylate 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 溴 、 异丙基氯化镁 、 sodium methylate 、 sodium hexamethyldisilazane 、 三乙胺 、 sodium sulfite 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 反应 7.0h， 生成 (E)-2-(1-tetradecen-3-yn-1-yl)-5-[(trimethylsilyl)ethynyl]pyridine
  参考文献：
  名称：

  Site-Selective Monotitanation of Dialkynylpyridines and Its Application for Preparation of Highly Fluorescent π-Conjugated Oligomers

  摘要：

  Reaction of Ti(O-i-Pr)(4)/2i-PrMgCl reagent with 2,n-bis[(trimethylsilyl)ethynyl]pyridines, where n is 3, 4, 5, and 6, or with 3,4-bis[(trimethylsilyl)ethynyl]pyridines, proceeded with excellent site-selectivity to afford the corresponding monotitanated complex. Synthetic application of the reaction was demonstrated by an efficient preparation of pi-conjugated oligomers having pyridine and enyne units alternately, which possess intense blue fluorescence emission.

  DOI：

  10.1021/ol048316p

文献信息

• Site-Selective Monotitanation of Dialkynylpyridines and Its Application for Preparation of Highly Fluorescent π-Conjugated Oligomers
  作者：Yuuki Takayama、Takeshi Hanazawa、Tomohiro Andou、Kenji Muraoka、Hiroyuki Ohtani、Mizuki Takahashi、Fumie Sato

  DOI：10.1021/ol048316p

  日期：2004.11.1

  Reaction of Ti(O-i-Pr)(4)/2i-PrMgCl reagent with 2,n-bis[(trimethylsilyl)ethynyl]pyridines, where n is 3, 4, 5, and 6, or with 3,4-bis[(trimethylsilyl)ethynyl]pyridines, proceeded with excellent site-selectivity to afford the corresponding monotitanated complex. Synthetic application of the reaction was demonstrated by an efficient preparation of pi-conjugated oligomers having pyridine and enyne units alternately, which possess intense blue fluorescence emission.