(E,Z)-C6H8(CHCOMe)2 | 1228184-02-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E,Z)-C6H8(CHCOMe)2
• 英文别名: (1E)-1-[(2Z)-2-(2-oxopropylidene)cyclohexylidene]propan-2-one
• CAS: 1228184-02-8
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: UXRKGVFVQZPUBO-NTLHZVPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bis(1,5-cyclooctadiene)nickel (0) 、 (E,Z)-C6H8(CHCOMe)2 、 三环己基膦 以 benzene-d6 为溶剂， 以0%的产率得到
  参考文献：
  名称：

  [3 + 3] Cyclodimerization of Methylenecyclopropanes: Stoichiometric and Catalytic Reactions of Nickel(0) with Electron-Deficient Alkylidenecyclopropanes

  摘要：

  Stoichiometric treatment of Ni(cod)(2) with ethyl cyclopropylideneacetate (ECPA) in the presence of PCy3 resulted in an unpredicted formation of a Ni(0) complex bearing an (E,E)-1,2-bis(exo-alkylidene)cyclohexane ligand, which stemmed from the [3 + 3] cyclodimerization of ECPA. The reaction could be expanded to a Ni(0)-catalyzed [3 + 3] cyclodimerization reaction of ester-substituted methylenecyclopropanes, giving the corresponding cyclohexane derivatives in excellent yields.

  DOI：

  10.1021/om100317y
• 作为产物：
  描述：

  cyclopropylidenepropanone 在 bis(1,5-cyclooctadiene)nickel (0) 、 三环己基膦 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以40%的产率得到(E,Z)-C6H8(CHCOMe)2
  参考文献：
  名称：

  [3 + 3] Cyclodimerization of Methylenecyclopropanes: Stoichiometric and Catalytic Reactions of Nickel(0) with Electron-Deficient Alkylidenecyclopropanes

  摘要：

  Stoichiometric treatment of Ni(cod)(2) with ethyl cyclopropylideneacetate (ECPA) in the presence of PCy3 resulted in an unpredicted formation of a Ni(0) complex bearing an (E,E)-1,2-bis(exo-alkylidene)cyclohexane ligand, which stemmed from the [3 + 3] cyclodimerization of ECPA. The reaction could be expanded to a Ni(0)-catalyzed [3 + 3] cyclodimerization reaction of ester-substituted methylenecyclopropanes, giving the corresponding cyclohexane derivatives in excellent yields.

  DOI：

  10.1021/om100317y

文献信息

• [3 + 3] Cyclodimerization of Methylenecyclopropanes: Stoichiometric and Catalytic Reactions of Nickel(0) with Electron-Deficient Alkylidenecyclopropanes
  作者：Masato Ohashi、Tomoaki Taniguchi、Sensuke Ogoshi

  DOI：10.1021/om100317y

  日期：2010.6.14

  Stoichiometric treatment of Ni(cod)(2) with ethyl cyclopropylideneacetate (ECPA) in the presence of PCy3 resulted in an unpredicted formation of a Ni(0) complex bearing an (E,E)-1,2-bis(exo-alkylidene)cyclohexane ligand, which stemmed from the [3 + 3] cyclodimerization of ECPA. The reaction could be expanded to a Ni(0)-catalyzed [3 + 3] cyclodimerization reaction of ester-substituted methylenecyclopropanes, giving the corresponding cyclohexane derivatives in excellent yields.