1-(t-butyl)-3-trifluoroacetylimino-1H-imidazolium ylide | 1426853-00-0

• 英文名称: 1-(t-butyl)-3-trifluoroacetylimino-1H-imidazolium ylide
• CAS: 1426853-00-0
• 化学式: C₉H₁₂F₃N₃O
• 分子量: 235.209
• InChiKey: FCBAQUJQDDMRLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1-(t-butyl)-3-trifluoroacetylimino-1H-imidazolium ylide 在 碘 、 potassium carbonate 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 18.0h， 生成 1-(t-butyl)-2-iodo-3-trifluoroacetylimino-1H-imidazolium ylide
  参考文献：
  名称：

  N-Acyliminoimidazolium Ylides as Precursors to Anionic N-Heterocyclic Carbene Ligands: Control of Topology and Reactivity

  摘要：

  A family of N-heterocyclic carbene ligands based on N-acyl iminoimidazolium ylides has been developed and investigated. The ylides are stable and are easily obtained in two steps. Following deprotonation, they form bidentate anionic NHC ligands. The synthesis of silver(I) complexes was explored. Different complex structures have been obtained, depending on the steric and electronic properties of the starting ylide proligands. Dimeric structures were usually obtained, but trimeric structures were observed under certain conditions. DFT calculations were used to explain these results. The electronic properties of the complexes can be modified by the choice of the electron-withdrawing group attached to the anionic tether. The silver complexes are proficient ligand transfer agents. The first example of a proligand/ligand exchange was demonstrated. The catalytic activity of the silver complexes was evaluated in a model (3 + 2) heterocycloaddition of an imino ester with an activated alkene.

  DOI：

  10.1021/om400078f
• 作为产物：
  描述：

  1-叔丁基-1H-咪唑 以 四氢呋喃 、 乙腈 为溶剂， 反应 19.17h， 生成 1-(t-butyl)-3-trifluoroacetylimino-1H-imidazolium ylide
  参考文献：
  名称：

  N-Acyliminoimidazolium Ylides as Precursors to Anionic N-Heterocyclic Carbene Ligands: Control of Topology and Reactivity

  摘要：

  A family of N-heterocyclic carbene ligands based on N-acyl iminoimidazolium ylides has been developed and investigated. The ylides are stable and are easily obtained in two steps. Following deprotonation, they form bidentate anionic NHC ligands. The synthesis of silver(I) complexes was explored. Different complex structures have been obtained, depending on the steric and electronic properties of the starting ylide proligands. Dimeric structures were usually obtained, but trimeric structures were observed under certain conditions. DFT calculations were used to explain these results. The electronic properties of the complexes can be modified by the choice of the electron-withdrawing group attached to the anionic tether. The silver complexes are proficient ligand transfer agents. The first example of a proligand/ligand exchange was demonstrated. The catalytic activity of the silver complexes was evaluated in a model (3 + 2) heterocycloaddition of an imino ester with an activated alkene.

  DOI：

  10.1021/om400078f