(Z)-α-(1'-chlorohexylidene)-β-methyl-γ-butyrolactone | 1019264-79-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (Z)-α-(1'-chlorohexylidene)-β-methyl-γ-butyrolactone
• 英文别名: (3Z)-3-(1-chlorohexylidene)-4-methyloxolan-2-one
• CAS: 1019264-79-9
• 化学式: C₁₁H₁₇ClO₂
• 分子量: 216.708
• InChiKey: RUINQWXZWIORTR-KTKRTIGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 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：

  丙-2-烯基辛-2-酸酯 在 palladium dichloride 盐酸 、 氯化(1-丁基-3-甲基咪唑) 作用下， 以72%的产率得到(Z)-α-(1'-chlorohexylidene)-β-methyl-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

文献信息

• Protonolysis of the carbon–palladium bond in palladium(II)-catalyzed enyne cyclization in imidazolium-type ionic liquids
  作者：Shao-Rong Yang、Huan-Feng Jiang、Yi-Qun Li、Huo-Ji Chen、Wei Luo、Yan-Bin Xu

  DOI：10.1016/j.tet.2008.01.079

  日期：2008.3

  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.