(E)-2'-butenyl (Z)-3-chloro-3-phenyl-2-propenoate | 1019265-01-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-2'-butenyl (Z)-3-chloro-3-phenyl-2-propenoate
• CAS: 1019265-01-0
• 化学式: C₁₃H₁₃ClO₂
• 分子量: 236.698
• InChiKey: DXQGLNIWQJWOOE-OXYQXBCUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.39
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  (E)-but-2-en-1-yl 3-phenylpropiolate 在 palladium dichloride 盐酸 、 氯化(1-丁基-3-甲基咪唑) 作用下， 以40%的产率得到(Z)-α-(1'-chlorobenzylidene)-β-ethyl-γ-butyrolactone
  参考文献：
  名称：

  Protonolysis of the carbon–palladium bond in palladium(II)-catalyzed enyne cyclization in imidazolium-type ionic liquids

  摘要：

  The Pd-catalyzed cyclizations of 1,6-enynes are efficient reactions for the synthesis of alpha-methylene-gamma-butyrolactones and lactams. The effects of solvent, proton source, chloride concentration, and temperature on the protonolysis of the carbon-Pd bond were investigated and the optimal reaction conditions were identified. We showed that imidazolium-type ionic liquids played an important role in the reaction both as a ligand for the palladium catalyst and as a solvent. The crystal structure of the Pd complex was obtained and the reaction mechanisms were discussed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.079