1-(2,6-diisopropylphenyl)-3-[(p-tolylsulfinyl)methyl]-1H-imidazol-3-ium bromide | 1497423-67-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2,6-diisopropylphenyl)-3-[(p-tolylsulfinyl)methyl]-1H-imidazol-3-ium bromide
• CAS: 1497423-67-2
• 化学式: Br*C₂₃H₂₉N₂OS
• 分子量: 461.466
• InChiKey: FXICERGYWFVGAR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.09
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  25.88
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(2,6-diisopropylphenyl)-3-[(p-tolylsulfinyl)methyl]-1H-imidazol-3-ium bromide 在 silver(l) oxide 、 双(乙腈)氯化钯(II) 作用下， 以 乙腈 为溶剂， 反应 21.0h， 以82%的产率得到chloro{1-(2,6-diisopropylphenyl)-3-[(p-tolylsulfinyl)methyl]-imidazol-2-ylidene}palladium(II)
  参考文献：
  名称：

  Palladium-Catalyzed Acetoxylation of Arenes by Novel Sulfinyl N-Heterocyclic Carbene Ligand Complexes

  摘要：

  A series of novel ligands based on N-heterocyclic carbene and sulfoxide functionalities have been prepared and characterized. Pd(II) complexes have been synthesized by transmetalation from the corresponding NHC-Ag derivatives, and their behavior as catalysts has been studied in arene C H bond oxidative activation. Studies conducted toward the elucidation of the reaction mechanism of the acetoxylation suggest a C-H activation step at Pd(IV) rather than Pd(II) intermediates.

  DOI：

  10.1021/om400981x
• 作为产物：
  描述：

  1-[(bromomethyl)-sulfinyl]-4-methylbenzene 、 1-(2,6-二异丙基苯基)-1H-咪唑 在 air 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以78%的产率得到1-(2,6-diisopropylphenyl)-3-[(p-tolylsulfinyl)methyl]-1H-imidazol-3-ium bromide
  参考文献：
  名称：

  Palladium-Catalyzed Acetoxylation of Arenes by Novel Sulfinyl N-Heterocyclic Carbene Ligand Complexes

  摘要：

  A series of novel ligands based on N-heterocyclic carbene and sulfoxide functionalities have been prepared and characterized. Pd(II) complexes have been synthesized by transmetalation from the corresponding NHC-Ag derivatives, and their behavior as catalysts has been studied in arene C H bond oxidative activation. Studies conducted toward the elucidation of the reaction mechanism of the acetoxylation suggest a C-H activation step at Pd(IV) rather than Pd(II) intermediates.

  DOI：

  10.1021/om400981x