ethyl 2-phenyl-3,6-di(2-naphthyl)benzoate | 1034286-97-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 2-phenyl-3,6-di(2-naphthyl)benzoate
• 英文别名: Ethyl 3,6-dinaphthalen-2-yl-2-phenylbenzoate
• CAS: 1034286-97-9
• 化学式: C₃₅H₂₆O₂
• 分子量: 478.59
• InChiKey: ORLFGGMAUBNCQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-乙基萘 、 苯甲酰乙酸乙酯 在 manganese pentacarbonyl bromide 、 magnesium sulfate 、 N-甲基吗啉氧化物 、 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以65%的产率得到ethyl 2-phenyl-3,6-di(2-naphthyl)benzoate
  参考文献：
  名称：

  Manganese-Catalyzed Benzene Synthesis by [2+2+2] Coupling of 1,3-Dicarbonyl Compound and Terminal Acetylene

  摘要：

  Treatment of a mixture of a 1,3-dicarbonyl compound such as a beta-ketoester or 1,3-ketone and a terminal acetylene with a catalytic amount of MnBr(CO)(5) in heated toluene produces a benzene derivative by a [2+2+2] coupling reaction incorporating the enol part of the dicarbonyl compound and two moles of the acetylene. When the reaction was carried out using phenylacetylene derivatives, the reaction was completely regioselective, producing p-terphenyl compounds in good to excellent yield. Aliphatic terminal acetylenes also reacted readily but gave a mixture of regioisomers. The reaction features high atom economy, neutral conditions, and functional group tolerance, and will be useful for materials-oriented studies.

  DOI：

  10.1021/ja8015186