1-benzyl-3-(N-(2,6-diisopropylphenylacetamido))imidazolium chloride | 1135604-95-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-benzyl-3-(N-(2,6-diisopropylphenylacetamido))imidazolium chloride
• CAS: 1135604-95-3
• 化学式: C₂₄H₃₀N₃O*Cl
• 分子量: 411.975
• InChiKey: WXXRDBGPOACDAU-UHFFFAOYSA-N

物化性质

• 熔点：
  278.1-278.8 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.71
• 重原子数：
  29.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  37.91
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  nickel(II) chloride hexahydrate 、 1-benzyl-3-(N-(2,6-diisopropylphenylacetamido))imidazolium chloride 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以43%的产率得到[(1-(benzyl)-3-(N-(2,6-diisopropylphenylacetamido))imidazol-2-ylidene)(1-benzyl-3-(N-(2,6-diisopropylphenylacetamidato))imidazol-2-ylidene)]Ni-OH*2H2O
  参考文献：
  名称：

  Rare [(NHC)₂Ni-OH]-Type Terminal Nickel Hydroxo and [(NHC)₂Ni]-Type Complexes of N/O-Functionalized N-Heterocyclic Carbenes as Precatalysts for Highly Desirable Base-Free Michael Reactions in Air at Ambient Temperature

  摘要：

  Highly convenient base-free Michael reaction of beta-dicarbonyl, beta-keto ester, and alpha-cyano ester compounds with activated ethylene compounds in air at ambient temperature catalyzed by a series of new nickel complexes, 1b-4b, of N/O-functionalized N-heterocyclic carbenes (NHC) are reported. Quite interestingly, of these nickel complexes, 1b and 2b were found to be of the [(NHC)(2)Ni-OH] type bearing a terminal [Ni-OH] moiety and are among the few known structurally characterized examples of monomeric terminal [Ni-OH] complexes. Compounds 3b and 4b, on the other hand, were found to be of the commonly encountered [(NHC)(2)Ni]-type complexes. More significantly, both the [(NHC)(2)Ni-OH] -type complexes 1b and 2b and the [(NHC)(2)Ni]-type complexes 3b and 4b were synthesized using same synthetic methodology by sheer modulation of the N-substituents on the N-heterocyclic carbene ring by the reaction of the imidazolium chloride salts with NiCl2 center dot 6H(2)O in the presence of K2CO3 as a base.

  DOI：

  10.1021/om801186f
• 作为产物：
  描述：

  N-苄基咪唑 、 2-氯-N-(2,6-二异丙基苯基)乙酰胺 以 四氢呋喃 为溶剂， 反应 48.0h， 以72%的产率得到1-benzyl-3-(N-(2,6-diisopropylphenylacetamido))imidazolium chloride
  参考文献：
  名称：

  酰胺基官能化咪唑鎓盐催化的未活化芳烃的直接CH芳基化

  摘要：

  AbstractThe synthesis of biaryls from unactivated arenes and a broad range of aryl bromides and chlorides via the direct CH functionalization can be efficiently performed with the aid of amido‐functionalized imidazolium salts as organocatalysts. This method avoids the use of toxic transition metal catalysts and organometallic reagents.magnified image

  DOI：

  10.1002/adsc.201300877