1-(2-Cyclohexa-1,4-dienyl-ethyl)-2,3-dimethyl-3H-imidazol-1-ium; chloride | 740844-45-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(2-Cyclohexa-1,4-dienyl-ethyl)-2,3-dimethyl-3H-imidazol-1-ium; chloride
• CAS: 740844-45-5
• 化学式: C₁₃H₁₉N₂*Cl
• 分子量: 238.76
• InChiKey: LMIZNDZBRQBGPM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.71
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  8.81
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  水合三氯化钌 、 1-(2-Cyclohexa-1,4-dienyl-ethyl)-2,3-dimethyl-3H-imidazol-1-ium; chloride 以 甲醇 为溶剂， 以96%的产率得到[Ru(1-phenethyl-2,3-dimethylimidazolium)Cl₃]₂
  参考文献：
  名称：

  Synthesis of Imidazolium-Tethered Ruthenium(II)-Arene Complexes and Their Application in Biphasic Catalysis

  摘要：

  Reaction of RUCl3 with 1-[2-(1,4-cyclohexadiene-1-yl)alkyl]-3-methylimidazolium chloride (alkyl = ethyl, butyl) and 1-[2-(1,4-cyclohexadiene-1-yl)ethyl]-2,3-dimethylimidazolium chloride affords a series of dimeric ruthenium complexes of the type [RuCl2(eta(6)-arene)](2)Cl-2. Treatment of these dimeric salts with phosphine ligands leads to the highly water-soluble monomeric complexes [RuCl2PR3(eta(6)-arene)]Cl (PR3 = PPh3, PCY3). Reaction of [RUCl2(eta-1-(2-benzylethyl)-3-butylimidazolium)]Cl with Ag2O gives rise to a eta(6)-arene-carbene chelate complex. The phosphine complexes have been tested as catalysts in the hydrogenation of styrene immobilized in water or an ionic liquid and in the aqueous reduction Of CO2/ CO32-. A carbonate-hydride complex has been identified as intermediate by high-pressure NMR measurements. The solid-state structures of several of the new imidazolium-functionalized arene complexes including the arene-carbene chelate complex are reported.

  DOI：

  10.1021/om050849u
• 作为产物：
  描述：

  1-(2'-hydroxyethyl)-1,4-cyclohexadiene 在 四氯化碳 、 三苯基膦 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 26.0h， 生成 1-(2-Cyclohexa-1,4-dienyl-ethyl)-2,3-dimethyl-3H-imidazol-1-ium; chloride
  参考文献：
  名称：

  A Versatile Ruthenium Precursor for Biphasic Catalysis and Its Application in Ionic Liquid Biphasic Transfer Hydrogenation:  Conventional vs Task-Specific Catalysts

  摘要：

  The synthesis of a novel imidazolium-tagged ruthenium complex, which represents a versatile precursor for aqueous and ionic liquid biphasic catalysis, is reported. Its utility is demonstrated in the highly enantioselective ionic liquid biphasic transfer hydrogenation of acetophenone and is compared to conventional (untagged) complexes.

  DOI：

  10.1021/ja048886k

文献信息

• Self-Sufficient Formaldehyde-to-Methanol Conversion by Organometallic Formaldehyde Dismutase Mimic
  作者：Dominic van der Waals、Leo E. Heim、Simona Vallazza、Christian Gedig、Jan Deska、Martin H. G. Prechtl

  DOI：10.1002/chem.201602679

  日期：2016.8.8

  an effective functional mimic of the bacterial formaldehyde dismutase, which provides a new and highly selective route for the conversion of formaldehyde to methanol in absence of any external reducing agents. Moreover, secondary amines are reductively methylated by the organometallic dismutase mimic in a redox self‐sufficient manner with formaldehyde acting both as carbon source and reducing agent

  甲基营养生物的催化网络具有氧化还原酶，可激活一碳部分，可为开发在环境条件下C 1分子相互转化的新型均相催化途径提供极大的启发。咪唑鎓标记的芳烃-钌络合物被鉴定为细菌甲醛歧化酶的有效功能模拟物，它为在没有任何外部还原剂的情况下将甲醛转化为甲醇提供了一种新的且高度选择性的途径。此外，仲胺通过有机金属歧化酶模拟物以氧化还原自给自足的方式被还原甲基化，甲醛同时充当碳源和还原剂。