1-[3-(3,5-di-tert-butyl-2-hydroxyphenyl)propylimino]-3-(2,3,4,5,6-pentamethylbenzyl)imidazolium bromide | 1031442-79-1

• 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-[3-(3,5-di-tert-butyl-2-hydroxyphenyl)propylimino]-3-(2,3,4,5,6-pentamethylbenzyl)imidazolium bromide
• CAS: 1031442-79-1
• 化学式: Br*C₃₃H₄₈N₃O
• 分子量: 582.668
• InChiKey: ZBUOVIDNJVSSPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  38.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  41.4
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  palladium diacetate 、 1-[3-(3,5-di-tert-butyl-2-hydroxyphenyl)propylimino]-3-(2,3,4,5,6-pentamethylbenzyl)imidazolium bromide 以 甲苯 为溶剂， 以71%的产率得到1-[3-(3,5-di-tert-butyl-2-oxophenyl)propyliminato]-3-(2,3,4,5,6-pentamethylbenzyl)imidazol-2-ylidenebromopalladium(II)
  参考文献：
  名称：

  Imidazolium salicylaldimine frameworks for the preparation of tridentate N-heterocyclic carbene ligands

  摘要：

  Sterically hindered salicylaldimine functionalized imidazolium salts 2 have been prepared. The structures of the synthesized compounds were determined by spectroscopic techniques. The reaction of these salts containing arylmethyl-N chain (aryl: phenyl (2a), 2,4,6-trimethylphenyl (2b), 2,3,4,5,6-pentamethylphenyl (2c)) with Pd(OAc)(2) in boiling toluene a. orded Pd(II) complexes 3 in high yields. The X-ray structure of 1-[3-(3,5-di-tert-butyl-2-oxophenyl) propyliminato]-3-(2,4,6-trimethylbenzyl) imidazol-2-ylidenebromopalladium( II) (3b) has been determined. The Suzuki-Miyaura reaction was used to investigate their activity as catalysts either prepared in situ or from well-defined complexes. They are efficient when activated arylbromides are used as substrates. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.02.017
• 作为产物：
  描述：

  N-[1-(3-aminopropyl)imidazole]-3,5-di-tert-butylsalicylaldimine 、 2,3,4,5,6,-pentamethylbenzyl bromide 以 甲苯 为溶剂， 反应 12.0h， 以86%的产率得到1-[3-(3,5-di-tert-butyl-2-hydroxyphenyl)propylimino]-3-(2,3,4,5,6-pentamethylbenzyl)imidazolium bromide
  参考文献：
  名称：

  Imidazolium salicylaldimine frameworks for the preparation of tridentate N-heterocyclic carbene ligands

  摘要：

  Sterically hindered salicylaldimine functionalized imidazolium salts 2 have been prepared. The structures of the synthesized compounds were determined by spectroscopic techniques. The reaction of these salts containing arylmethyl-N chain (aryl: phenyl (2a), 2,4,6-trimethylphenyl (2b), 2,3,4,5,6-pentamethylphenyl (2c)) with Pd(OAc)(2) in boiling toluene a. orded Pd(II) complexes 3 in high yields. The X-ray structure of 1-[3-(3,5-di-tert-butyl-2-oxophenyl) propyliminato]-3-(2,4,6-trimethylbenzyl) imidazol-2-ylidenebromopalladium( II) (3b) has been determined. The Suzuki-Miyaura reaction was used to investigate their activity as catalysts either prepared in situ or from well-defined complexes. They are efficient when activated arylbromides are used as substrates. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.02.017