1-(2-benzylallyl)-3-fluorobenzene | 1419174-93-8

• 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: 1-(2-benzylallyl)-3-fluorobenzene
• 英文别名: 1-(2-Benzylprop-2-enyl)-3-fluorobenzene；1-(2-benzylprop-2-enyl)-3-fluorobenzene
• CAS: 1419174-93-8
• 化学式: C₁₆H₁₅F
• 分子量: 226.294
• InChiKey: NBTJWOPTPWPGMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  烯丙苯 、 间氟氯苄 在 三氟甲磺酸三甲基硅酯 、 trans-bis(dicyclohexylphenylphosphine)nickel (o-tolyl) chloride 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以92%的产率得到1-(2-benzylallyl)-3-fluorobenzene
  参考文献：
  名称：

  Simplifying Nickel(0) Catalysis: An Air-Stable Nickel Precatalyst for the Internally Selective Benzylation of Terminal Alkenes

  摘要：

  The synthesis and characterization of the air-stable nickel(II) complex trans-(PCy2Ph)(2)Ni(o-tolyl)Cl is described in conjunction with an investigation of its use for the Mizoroki-Heck-type, room temperature, internally selective coupling of substituted benzyl chlorides with terminal alkenes. This reaction, which employs a terminal alkene as an alkenylmetal equivalent, provides rapid, convergent access to substituted allylbenzene derivatives in high yield and with regioselectivity greater than 95:5 in nearly all cases. The reaction is operationally simple, can be carried out on the benchtop with no purification or degassing of solvents or reagents, and requires no exclusion of air or water during setup. Synthesis of the precatalyst is accomplished through a straightforward procedure that employs inexpensive, commercially available reagents, requires no purification steps, and proceeds in high yield.

  DOI：

  10.1021/ja3116718