Chloropalladium(1+);4-[(dimethylamino)methyl]benzene-5-id-1-ol | 146026-54-2

• 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: Chloropalladium(1+);4-[(dimethylamino)methyl]benzene-5-id-1-ol
• CAS: 146026-54-2
• 化学式: C₁₈H₂₄Cl₂N₂O₂Pd₂
• 分子量: 584.147
• InChiKey: WYACJQMZVNTSLL-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  3.88
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[双(叔丁基)膦]-N,N,N-三甲基乙基氯化铵 、 Chloropalladium(1+);4-[(dimethylamino)methyl]benzene-5-id-1-ol 在 sodium carbonate 、 苯硼酸 作用下， 以 水 为溶剂， 生成 Pd((2-di-tert-butylphosphinoethyl)tetramethylammonium chloride)2
  参考文献：
  名称：

  Water-Soluble Palladacycles as Precursors to Highly Recyclable Catalysts for the Suzuki Coupling of Aryl Bromides in Aqueous Solvents

  摘要：

  A family of water-soluble palladacycles was prepared from benzylamine or benzaldehyde imine ligands bearing hydrophilic functional groups. The palladacycles derived from N,N-dimethyl-p-hydroxybenzylamine (7) and sodium 4-(N-benzylideneamino) benzenesulfonate (10) gave active catalysts for the Suzuki coupling of aryl bromides and activated aryl chlorides in combination with (2-di-tert-butylphosphinoethyl)trimethylammonium chloride (t-Bu-Amphos). The catalyst derived from 10/t-Bu-Amphos could be used for 12 reaction cycles in the Suzuki coupling of 4-bromotoluene at 80 degrees C before a significant loss of catalyst activity was observed.

  DOI：

  10.1021/om050940y
• 作为产物：
  描述：

  4-(二甲基氨基甲基)苯酚 、 palladium dichloride 在 sodium acetate 作用下， 以 甲醇 为溶剂， 以84%的产率得到Chloropalladium(1+);4-[(dimethylamino)methyl]benzene-5-id-1-ol
  参考文献：
  名称：

  Water-Soluble Palladacycles as Precursors to Highly Recyclable Catalysts for the Suzuki Coupling of Aryl Bromides in Aqueous Solvents

  摘要：

  A family of water-soluble palladacycles was prepared from benzylamine or benzaldehyde imine ligands bearing hydrophilic functional groups. The palladacycles derived from N,N-dimethyl-p-hydroxybenzylamine (7) and sodium 4-(N-benzylideneamino) benzenesulfonate (10) gave active catalysts for the Suzuki coupling of aryl bromides and activated aryl chlorides in combination with (2-di-tert-butylphosphinoethyl)trimethylammonium chloride (t-Bu-Amphos). The catalyst derived from 10/t-Bu-Amphos could be used for 12 reaction cycles in the Suzuki coupling of 4-bromotoluene at 80 degrees C before a significant loss of catalyst activity was observed.

  DOI：

  10.1021/om050940y

文献信息

• Water-Soluble Palladacycles as Precursors to Highly Recyclable Catalysts for the Suzuki Coupling of Aryl Bromides in Aqueous Solvents
  作者：Rongcai Huang、Kevin H. Shaughnessy

  DOI：10.1021/om050940y

  日期：2006.8.1

  A family of water-soluble palladacycles was prepared from benzylamine or benzaldehyde imine ligands bearing hydrophilic functional groups. The palladacycles derived from N,N-dimethyl-p-hydroxybenzylamine (7) and sodium 4-(N-benzylideneamino) benzenesulfonate (10) gave active catalysts for the Suzuki coupling of aryl bromides and activated aryl chlorides in combination with (2-di-tert-butylphosphinoethyl)trimethylammonium chloride (t-Bu-Amphos). The catalyst derived from 10/t-Bu-Amphos could be used for 12 reaction cycles in the Suzuki coupling of 4-bromotoluene at 80 degrees C before a significant loss of catalyst activity was observed.