4-methoxy-4'-(3-phenylpropyl)biphenyl | 1084847-74-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 4-methoxy-4'-(3-phenylpropyl)biphenyl
• 英文别名: 1-Methoxy-4-[4-(3-phenylpropyl)phenyl]benzene；1-methoxy-4-[4-(3-phenylpropyl)phenyl]benzene
• CAS: 1084847-74-4
• 化学式: C₂₂H₂₂O
• 分子量: 302.416
• InChiKey: YJPVZNSCZKVBOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-溴苯甲醚 、 potassium 4-(3-phenylpropyl)phenyltrifluoroborate 在 palladium diacetate 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以81%的产率得到4-methoxy-4'-(3-phenylpropyl)biphenyl
  参考文献：
  名称：

  Orthogonal Reactivity in Boryl-Substituted Organotrifluoroborates

  摘要：

  A method was developed for the hydroboration of alkenyl-containing organotrifluoroborates to generate dibora intermediates. The reactivity differences between organotrifluoroborates and trialkylboranes facilitated the cross-coupling of the borane moiety of these intermediates in a highly chemoselective fashion with aryl halides, leaving the trifluoroborate intact for subsequent transformation. A one-pot hydroboration/two-directional cross-coupling sequence was also demonstrated, providing the fully elaborated products in good yields. These conditions were also amenable in the cross-coupling of trialkylboranes to halo-containing organotrifluoroborates. The stability of the trifluoroborate moiety to these conditions allows simple and efficient strategies for complex molecule construction.

  DOI：

  10.1021/ja807076d

文献信息

• Orthogonal Reactivity in Boryl-Substituted Organotrifluoroborates
  作者：Gary A. Molander、Deidre L. Sandrock

  DOI：10.1021/ja807076d

  日期：2008.11.26

  A method was developed for the hydroboration of alkenyl-containing organotrifluoroborates to generate dibora intermediates. The reactivity differences between organotrifluoroborates and trialkylboranes facilitated the cross-coupling of the borane moiety of these intermediates in a highly chemoselective fashion with aryl halides, leaving the trifluoroborate intact for subsequent transformation. A one-pot hydroboration/two-directional cross-coupling sequence was also demonstrated, providing the fully elaborated products in good yields. These conditions were also amenable in the cross-coupling of trialkylboranes to halo-containing organotrifluoroborates. The stability of the trifluoroborate moiety to these conditions allows simple and efficient strategies for complex molecule construction.