4-acetyl-2''-ethyl-1,1':4',1''-terphenyl | 1009026-31-6

• 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-acetyl-2''-ethyl-1,1':4',1''-terphenyl
• 英文别名: 1-[4-[4-(2-Ethylphenyl)phenyl]phenyl]ethanone
• CAS: 1009026-31-6
• 化学式: C₂₂H₂₀O
• 分子量: 300.4
• InChiKey: CBEHRZYFHCONHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-碘代苯乙酮 、 1,4-二碘苯 、 1-乙基-2-碘苯 在 二(氰基苯)二氯化钯 1,1,3,3-四甲基脲 、 锌 、 三叔丁基膦 作用下， 以 四氢呋喃 为溶剂， 反应 76.0h， 生成 4-acetyl-2''-ethyl-1,1':4',1''-terphenyl
  参考文献：
  名称：

  Pd−P(t-Bu)₃-Catalyzed Consecutive Cross-Coupling of p-Phenylenedizinc Compound with Two Different Electrophiles Leading to Unsymmetrically 1,4-Disubstituted Benzenes

  摘要：

  [GRAPHICS]Pd-P(t-BU)(3) was found to be a chemoselective catalyst for the reaction of p-phenylenedizinc compound with equimolar amounts of carbon electrophiles to afford the single cross-coupling products in good yields, effectively suppressing the formation of double cross-coupling products. The subsequent additions of other electrophiles to the resulting solutions caused the second cross-coupling of the incipient products to take place, achieving a novel and efficient one-pot synthesis of unsymmetrically 1,4-disubstituted benzenes. The origin of the observed high chemoselectivity was speculated.

  DOI：

  10.1021/jo702103r

文献信息

• Pd−P(<i>t</i>-Bu)₃-Catalyzed Consecutive Cross-Coupling of <i>p</i>-Phenylenedizinc Compound with Two Different Electrophiles Leading to Unsymmetrically 1,4-Disubstituted Benzenes
  作者：Takahiro Kawamoto、Shogo Ejiri、Kana Kobayashi、Shunsuke Odo、Yasushi Nishihara、Kentaro Takagi

  DOI：10.1021/jo702103r

  日期：2008.2.1

  [GRAPHICS]Pd-P(t-BU)(3) was found to be a chemoselective catalyst for the reaction of p-phenylenedizinc compound with equimolar amounts of carbon electrophiles to afford the single cross-coupling products in good yields, effectively suppressing the formation of double cross-coupling products. The subsequent additions of other electrophiles to the resulting solutions caused the second cross-coupling of the incipient products to take place, achieving a novel and efficient one-pot synthesis of unsymmetrically 1,4-disubstituted benzenes. The origin of the observed high chemoselectivity was speculated.