2-{[2-({2-[(4-chlorophenyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}aniline | 1337901-55-9

• 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: 2-{[2-({2-[(4-chlorophenyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}aniline
• CAS: 1337901-55-9
• 化学式: C₃₀H₁₈ClN
• 分子量: 427.933
• InChiKey: LYZQDDHBUQNEEQ-UHFFFAOYSA-N

物化性质

• 熔点：
  104-106 °C
• 沸点：
  647.6±55.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.12
• 重原子数：
  32.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.02
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-{[2-({2-[(4-chlorophenyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}aniline 在 silver tetrafluoroborate 、 氯[2-(二叔丁基磷)二苯基]金 、 溶剂黄146 作用下， 反应 1.0h， 以68%的产率得到6-(4-chlorophenyl)-11H-benzo[a]naphtho[2,1-c]carbazole
  参考文献：
  名称：

  Gold(I)-Catalyzed Polycyclizations of Polyenyne-Type Anilines Based on Hydroamination and Consecutive Hydroarylation Cascade

  摘要：

  A hydroamination-double hydroarylation cascade using aniline derivatives bearing a trienyne moiety as the substrate was efficiently promoted by a gold(I) catalyst to produce benzo[a]naphtho [2,1-c]carbazole derivatives in good yields. This reaction is applicable to various substituted trienyne-type anilines, including 2,3-diethynylthiophene derivatives. The reaction of anilines bearing a tetraenyne and pentaenyne moiety allows direct construction of highly fused carbazoles by tetra- and pentacyclization, respectively, through hydroamination and consecutive hydroarylation without producing any theoretical waste products from the substrates.

  DOI：

  10.1021/jo2018119
• 作为产物：
  描述：

  2-[(2-ethynylphenyl)ethynyl]aniline 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二(氰基苯)二氯化钯 、 三叔丁基膦 、 四丁基氟化铵 、 三乙胺 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 17.5h， 生成 2-{[2-({2-[(4-chlorophenyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}aniline
  参考文献：
  名称：

  Gold(I)-Catalyzed Polycyclizations of Polyenyne-Type Anilines Based on Hydroamination and Consecutive Hydroarylation Cascade

  摘要：

  A hydroamination-double hydroarylation cascade using aniline derivatives bearing a trienyne moiety as the substrate was efficiently promoted by a gold(I) catalyst to produce benzo[a]naphtho [2,1-c]carbazole derivatives in good yields. This reaction is applicable to various substituted trienyne-type anilines, including 2,3-diethynylthiophene derivatives. The reaction of anilines bearing a tetraenyne and pentaenyne moiety allows direct construction of highly fused carbazoles by tetra- and pentacyclization, respectively, through hydroamination and consecutive hydroarylation without producing any theoretical waste products from the substrates.

  DOI：

  10.1021/jo2018119