1-(2,3,5,6-tetramethylbenzyl)-3-(3,4,5-trimethoxylbenzyl)imidazolinium chloride | 1202027-97-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(2,3,5,6-tetramethylbenzyl)-3-(3,4,5-trimethoxylbenzyl)imidazolinium chloride
• 英文别名: 1-(2,3,5,6-tetramethylbenzyl)-3-(3,4,5-trimethoxybenzyl)imidazolinium chloride
• CAS: 1202027-97-1
• 化学式: C₂₄H₃₃N₂O₃*Cl
• 分子量: 432.991
• InChiKey: KLPAWJQWMNSXOC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.01
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  33.94
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 1-(2,3,5,6-tetramethylbenzyl)-3-(3,4,5-trimethoxylbenzyl)imidazolinium chloride 在 caesium carbonate 作用下， 以 甲苯 为溶剂， 以75%的产率得到RuCl2[η1-CN(CH2(η6-C6H(CH3)4-2,3,5,6))CH2CH2N(CH2C6H2(OCH3)3-3,4,5)]
  参考文献：
  名称：

  Synthesis and catalytic properties of novel ruthenium N-heterocyclic-carbene complexes

  摘要：

  The reaction of [RuCl2(p-cymene)](2) with 1,3-dialkylimidazolinium salts 1a-f in the presence of a small excess of cesium carbonate yields chelated eta(6)-arene, eta(1)-carbene ruthenium complexes 2a-f. All synthesised compounds were characterized by elemental analysis, NMR spectroscopy. The catalytic activity of RuCl2(eta(6)-arene, eta(1)-imidazolinylidene) complexes 2a-f was evaluated in the direct arylation of 2-phenylpyridine with chlorobenzene derivatives. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.08.030
• 作为产物：
  描述：

  N-(2,3,5,6-tetramethylbenzyl)imidazoline 、 3,4,5-三甲氧基苄氯 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以89%的产率得到1-(2,3,5,6-tetramethylbenzyl)-3-(3,4,5-trimethoxylbenzyl)imidazolinium chloride
  参考文献：
  名称：

  Synthesis and catalytic properties of novel ruthenium N-heterocyclic-carbene complexes

  摘要：

  The reaction of [RuCl2(p-cymene)](2) with 1,3-dialkylimidazolinium salts 1a-f in the presence of a small excess of cesium carbonate yields chelated eta(6)-arene, eta(1)-carbene ruthenium complexes 2a-f. All synthesised compounds were characterized by elemental analysis, NMR spectroscopy. The catalytic activity of RuCl2(eta(6)-arene, eta(1)-imidazolinylidene) complexes 2a-f was evaluated in the direct arylation of 2-phenylpyridine with chlorobenzene derivatives. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.08.030

文献信息

• Palladium N-heterocyclic carbene complexes: Synthesis, characterization and catalytic properties in amination
  作者：Ismail Özdemir、Serpil Demir、Onur Şahin、Orhan Büyükgüngör、Bekir Çetinkaya

  DOI：10.1016/j.jorganchem.2010.03.013

  日期：2010.5

  molecular structure of the trans-dichlorobis1-(2,3,5,6-tetramethylbenzyl)-3-(2,3,4,5,6-pentamethylbenzyl)imidazolidin-2-yliden}palladium(II) complex was determined by single-crystal X-ray diffraction. The activity of the Pd(II) complexes in the coupling reaction of anilines or amines with bromobenzene was investigated. A preliminary catalytic study showed that these bis(NHC)–Pd complexes were highly

  事实证明，重金属化是获得NHC-金属络合物的一种有前途的方法，通常涉及用Ag 2 O处理咪唑鎓盐以形成Ag-NHC络合物，然后将其重金属化为诸如[PdCl 2（CH 3 CN） ）2 ]得到其中N-杂环卡宾键合到金属中心的钯配合物。合成了新的双（NHC）-Pd配合物，并通过元素分析，1 H NMR，13 C NMR和IR光谱进行了表征。所述的晶体和分子结构的反式-二氯双1-（2,3,5,6-四甲基苄基）-3-（2,3,4,5,6-五甲基苄基）咪唑烷-2-亚甲基}钯（II）配合物通过单晶X-射线衍射。研究了Pd（II）配合物在苯胺或胺与溴苯的偶联反应中的活性。初步的催化研究表明，这些双（NHC）-Pd络合物在一步法直接合成三芳基胺和仲胺中具有很高的活性。