4-[(4-methoxyphenyl)buta-1,3-diyn-1-yl]benzonitrile | 103140-40-5

• 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-[(4-methoxyphenyl)buta-1,3-diyn-1-yl]benzonitrile
• 英文别名: 4-[4-(4-Methoxyphenyl)buta-1,3-diynyl]benzonitrile
• CAS: 103140-40-5
• 化学式: C₁₈H₁₁NO
• 分子量: 257.291
• InChiKey: LFGHICMQHJQEIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-(2-氯乙炔基)苯甲腈 、 4-乙炔基苯甲醚 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以58%的产率得到4-[(4-methoxyphenyl)buta-1,3-diyn-1-yl]benzonitrile
  参考文献：
  名称：

  Unsymmetrical Coupling of 1-Chloroalkynes and Terminal Alkynes under ­Experimental Sonogashira Conditions

  摘要：

  The coupling of a 1-chloroalkyne and a terminal alkyne to furnish a 1,3-butadiyne under experimental Sonogashira conditions is investigated. Through competition experiments, it is found that 1-chloroalkynes provide cross-coupling products as efficiently (or slightly better) in comparison with iodobenzenes, and almost as effectively as vinyl bromides. Yet, in regard to the degree of conversion into various products, chloroalkynes are the most reactive of all the substrates examined under the explored conditions. Optimized conditions for this cross-coupling reaction are presented.

  DOI：

  10.1055/s-0033-1339891

文献信息

• Greener photocatalytic route to the hetero-selective Glaser coupling reaction: role of hole/oxygen in air
  作者：Subhendu Sekhar Bag、Sayantan Sinha、Siddharth Singh、Animes K. Golder

  DOI：10.1039/d2cy01439d

  日期：——

  Designed nano-photocatalyst [Cu^II@TiO₂] is efficient for heteroselective Glaser coupling in green solvent with excellent turn-over-number. Light and hole/O₂ in air maintain the catalytic cycle achieving spatial/temporal control of the reaction.

  设计的纳米光催化剂[CuII@TiO2]可在绿色溶剂中高效地进行异选择性格拉塞偶联反应，并具有优异的翻转次数。空气中的光和空穴/O2 可维持催化循环，实现反应的空间/时间控制。