3-methyl-1-(1-phenylethyl)-1H-imidazolium iodide | 1093400-93-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-methyl-1-(1-phenylethyl)-1H-imidazolium iodide
• 英文别名: (S)-1-methyl-3-(1-phenylethyl)imidazolium iodide；3-methyl-1-((1S)-1-phenylethyl)-1H-imidazol-3-ium iodide；1-methyl-3-[(1S)-1-phenylethyl]imidazol-1-ium;iodide
• CAS: 1093400-93-1
• 化学式: C₁₂H₁₅N₂*I
• 分子量: 314.169
• InChiKey: UCKNHFZNPGKGRU-MERQFXBCSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.07
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 3-methyl-1-(1-phenylethyl)-1H-imidazolium iodide 在 silver(l) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以59%的产率得到
  参考文献：
  名称：

  通过使用NaIO4与铱配合物进行高效水氧化催化

  摘要：

  特殊水氧化（WO）转换频率（TOF = 17 000小时-1），并通过使用的[Cp *铱转换数（吨）接近400 000，曾报道用于金属-催化的反应WO，已经发现最大III（NHC）Cl 2 ]（其中NHC = 3-甲基-1-（1-苯基乙基）-咪唑啉-2-亚烷基）作为前催化剂，NaIO 4作为氧化剂在水中在40°C下使用。[Cp * Ir III（NHC）X 2 ]（1 X的表观TOF ，其中X代表I（1 I），Cl（1 Cl）或三氟甲磺酸根阴离子（1 OTf））和[（Cp *- NHCMe）Ir III I 2 ]（2当使用NaIO 4作为氧化剂时，在几乎所有的O 2析出反应中，配合物都保持恒定。发现TOF取决于配体和阴离子（在25°C下，TOF范围从≈600到≈1100h -1）。已经研究了与NaIO 4反应时通过有机配体的氧化来降解配合物的方法。1个反应介质的1 H NMR，ESI-M

  DOI：

  10.1002/chem.201204568
• 作为产物：
  描述：

  1-[(1S)-1-苯基乙基]咪唑 、 碘甲烷 以 乙腈 为溶剂， 以100%的产率得到3-methyl-1-(1-phenylethyl)-1H-imidazolium iodide
  参考文献：
  名称：

  Synthesis of novel room temperature chiral ionic liquids: application as reaction media for the heck arylation of aza-endocyclic acrylates

  摘要：

  New achiral and chiral RTILs were prepared using novel and/or optimized synthetic routes. These new series of imidazolinium, imidazolium, pyridinium and nicotine-derived ionic liquids were fully characterized including differential scanning calorimetry (DSC) analysis. The performance of these achiral and chiral room temperature ionic liquids (RTILs) was demonstrated by means of the Heck arylation of endocyclic acrylates employing arenediazonium salts and aryl iodides. The Heck arylations performed in the presence of these ionic entities, either as a solvent or as an additive, were effective leading to complete conversion of the substrate and good to excellent yield of the Heck adduct. In spite of the good performances, no asymmetric induction was observed in any of the cases studied. Two new diastereoisomeric NHC-palladium complexes were prepared in good yields from a chiral imidazolium salt and their structure characterized by X-ray diffraction. Overall, the Heck arylations employing arenediazonium tetrafluoroborates in RTILs were more effective than the traditional protocols employing aryl iodides in terms of reactivity and yields.

  DOI：

  10.1590/s0103-50532010000500009

文献信息

• Platinum(II) Complexes Featuring Chiral Diphosphines and N-Heterocyclic Carbene Ligands: Synthesis and Evaluation as Cycloisomerization Catalysts
  作者：Delphine Brissy、Myriem Skander、Pascal Retailleau、Gilles Frison、Angela Marinetti

  DOI：10.1021/om800743r

  日期：2009.1.12

  Square-planar platinum(II) complexes that combine chiral diphosphines and NHC ligands have been obtained in high yields from (NHC)Pt(0)(dvtms) complexes, via an oxidative addition/ligand exchange sequence. The use of suitable carbene−diphosphine pairs allows axially chiral, configurationally stable platinum complexes to be isolated. The Pt(II) complexes have been evaluated as precatalysts for the cycloisomerization

  通过氧化加成/配体交换序列，从（NHC）Pt （0）（dvtms）络合物中以高收率获得了将手性二膦与NHC配体结合的方平面铂（II）络合物。使用合适的卡宾-二膦对可以分离轴向手性，构型稳定的铂络合物。Pt（II）配合物已被评估为烯丙基炔丙基胺衍生物的环异构化反应的预催化剂。根据二膦和NHC单元的结构变化，已研究了它们的催化性能。对于轴向手性物种，已经设想了可能的差向异构途径，并且已经通过计算研究估计了反转障碍。