2-(3-phenyl-prop-1-ynyl)biphenyl | 916588-74-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-(3-phenyl-prop-1-ynyl)biphenyl
• 英文别名: 1-Phenyl-2-(3-phenylprop-1-ynyl)benzene
• CAS: 916588-74-4
• 化学式: C₂₁H₁₆
• 分子量: 268.358
• InChiKey: GWJXRHFQNVLSHS-UHFFFAOYSA-N

物化性质

• 沸点：
  446.4±34.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-(3-phenyl-prop-1-ynyl)biphenyl 在 三乙烯二胺 作用下， 以 N-甲基吡咯烷酮 为溶剂， 以72%的产率得到9-benzyl-phenanthrene
  参考文献：
  名称：

  Site-Specific Preparation of 2-Carboalkoxy-4-substituted Naphthalenes and 9-Alkylphenanthrenes and Evidence for an Allene Intermediate in the Novel Base-Catalyzed Cyclization of 2-Alkynylbiphenyls

  摘要：

  [GRAPHICS]A site-specific preparation of 2-carboalkoxy-4-substituted naphthalenes and 9-alkylphenanthrenes is described. The successful cyclization of an allene intermediate provides supportive evidence for the previously proposed mechanism.

  DOI：

  10.1021/ol0620850
• 作为产物：
  描述：

  3-苯-1-丙炔 、 2-碘联苯 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以88%的产率得到2-(3-phenyl-prop-1-ynyl)biphenyl
  参考文献：
  名称：

  Site-Specific Preparation of 2-Carboalkoxy-4-substituted Naphthalenes and 9-Alkylphenanthrenes and Evidence for an Allene Intermediate in the Novel Base-Catalyzed Cyclization of 2-Alkynylbiphenyls

  摘要：

  [GRAPHICS]A site-specific preparation of 2-carboalkoxy-4-substituted naphthalenes and 9-alkylphenanthrenes is described. The successful cyclization of an allene intermediate provides supportive evidence for the previously proposed mechanism.

  DOI：

  10.1021/ol0620850

文献信息

• Metal-free cycloisomerizations of <i>o</i>-alkynylbiaryls
  作者：Jingyi Zhang、Siqi Li、Yan Qiao、Cheng Peng、Xiao-Na Wang、Junbiao Chang

  DOI：10.1039/c8cc05484c

  日期：——

  We describe a novel and highly efficient metal-free strategy to construct 9,9-disubstituted fluorenes and phenanthrenes via the TfOH-catalyzed cycloisomerizations of o-alkynylbiaryls. Notably, the significant effects of the electronic properties and steric hindrance of the alkyne terminus on the reaction selectivity have been observed.

  我们描述了一种新型且高效的无金属策略，可通过T-OH催化的邻炔基联芳基的环异构化反应来构建9,9-二取代的芴和菲。值得注意的是，已经观察到炔烃末端的电子性质和位阻对反应选择性的显着影响。
• Site-Specific Preparation of 2-Carboalkoxy-4-substituted Naphthalenes and 9-Alkylphenanthrenes and Evidence for an Allene Intermediate in the Novel Base-Catalyzed Cyclization of 2-Alkynylbiphenyls
  作者：Yi Wang、Donald J. Burton

  DOI：10.1021/ol0620850

  日期：2006.11.9

  [GRAPHICS]A site-specific preparation of 2-carboalkoxy-4-substituted naphthalenes and 9-alkylphenanthrenes is described. The successful cyclization of an allene intermediate provides supportive evidence for the previously proposed mechanism.