3-(2,6-diisopropylphenyl)-1-(2-diphenylphosphinobenzyl)-3H-imidazol-1-ium chloride

• 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: 3-(2,6-diisopropylphenyl)-1-(2-diphenylphosphinobenzyl)-3H-imidazol-1-ium chloride
• 英文别名: 3-(2,6-diisopropylphenyl)-1-(2-diphenylphosphanylbenzyl)-3H-imidazol-1-ium chloride；[2-[[3-[2,6-Di(propan-2-yl)phenyl]imidazol-1-ium-1-yl]methyl]phenyl]-diphenylphosphane;chloride
• 化学式: C₃₄H₃₆N₂P*Cl
• 分子量: 539.1
• InChiKey: GEVQMDPPKNUQOW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N,N-二甲基苄胺 在 正丁基锂 、 氯甲酸乙酯 作用下， 以 乙醚 、 乙醇 、 苯 为溶剂， 反应 48.0h， 生成 3-(2,6-diisopropylphenyl)-1-(2-diphenylphosphinobenzyl)-3H-imidazol-1-ium chloride
  参考文献：
  名称：

  Triaryl phosphine-functionalized N-heterocyclic carbene ligands for Heck reaction

  摘要：

  A new type of triaryl phosphine-functionalized imidazolium salts 6 were prepared. Their palladium complexes, generated in situ, were successfully applied in the palladium-catalyzed Heck reaction. Using 1 mol% of Pd(dba)(2) and 10 mol% 6c in the presence of 2 equiv of K2CO3 in DMAc has proven to be highly efficient for the coupling of a wide array of aryl bromides and iodides with acrylates in excellent yield. The coupling of 4-bromotoluene with various styrene derivatives catalyzed by Pd/6c complex also gave good results. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.10.049
• 作为试剂：
  描述：

  丙烯酸丁酯 、 4-碘苯甲醚 在 potassium carbonate 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 3-(2,6-diisopropylphenyl)-1-(2-diphenylphosphinobenzyl)-3H-imidazol-1-ium chloride 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 2.0h， 以93%的产率得到(E)-3-(4-methoxyphenyl)acrylic acid butyl ester
  参考文献：
  名称：

  Triaryl phosphine-functionalized N-heterocyclic carbene ligands for Heck reaction

  摘要：

  A new type of triaryl phosphine-functionalized imidazolium salts 6 were prepared. Their palladium complexes, generated in situ, were successfully applied in the palladium-catalyzed Heck reaction. Using 1 mol% of Pd(dba)(2) and 10 mol% 6c in the presence of 2 equiv of K2CO3 in DMAc has proven to be highly efficient for the coupling of a wide array of aryl bromides and iodides with acrylates in excellent yield. The coupling of 4-bromotoluene with various styrene derivatives catalyzed by Pd/6c complex also gave good results. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.10.049

文献信息

• Highly Efficient Suzuki Cross-Coupling Catalyzed by Palladium/Phosphine-Imidazolium Carbene System
  作者：Ai-E Wang、Jun Zhong、Jian-Hua Xie、Kai Li、Qi-Lin Zhou

  DOI：10.1002/adsc.200404015

  日期：2004.5

  Novel phosphine-imidazolium salts 2 have been synthesized and successfully used in palladium-catalyzed Suzuki cross-coupling. A combination of 0.05 mol % of [Pd(η-C3H5)Cl]2 and 0.1 mol % of 2b in the presence of 2 equivs. of K3PO4 as base provided coupling products in excellent yields in the reaction of aryl bromides and chlorides with aryl boronic acids.

  已经合成了新型膦-咪唑鎓盐2，并成功地用于钯催化的Suzuki交叉偶联中。的0.05％（摩尔）的[将Pd（η-C的组合3 ħ 5）CL] 2和0.1摩尔％的2B中的2所做的工作就是存在。在芳基溴化物和氯化物与芳基硼酸的反应中，以K 3 PO 4为碱提供的偶联产物具有优异的收率。