[Ru(p-cymene)Cl2(1,3-dicyclohexylimidazole-2-ylidene)] | 187333-06-8

• 英文名称: [Ru(p-cymene)Cl2(1,3-dicyclohexylimidazole-2-ylidene)]
• 英文别名: [RuCl₂(N,N′-bis(cyclohexyl)-imidazol-2-ylidene)(p-cymene)]；[Ru(p-cymene)Cl₂(1,3-dicyclohexylimidazole-2-ylidene)]；[Ru(p-cymene)Cl₂(NHC)]；[RuCl2(4-isopropyltoluene)(1,3-di(cyclohexyl)-imidazolium)]；[RuCl2(p-cymene)(1,3-(Cy)2-imidazolium)]；RuCl2(p-cymene)(C3H2N2(C6H11)2)
• CAS: 187333-06-8
• 化学式: C₂₅H₃₈Cl₂N₂Ru
• 分子量: 538.566
• InChiKey: CNQXWNHPFKZNHN-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 alkaline earth salt of/the/ methylsulfuric acid 在 silver(l) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以71%的产率得到[Ru(p-cymene)Cl2(1,3-dicyclohexylimidazole-2-ylidene)]
  参考文献：
  名称：

  醇的外消旋化和动态动力学拆分中的配体效应：ym烯钌配合物的机理

  摘要：

  一族具有不同配体的钌配合物被用于消旋（R）-1-苯基乙醇研究配位体对钌中心的潜在影响。动力学实验表明，具有两个氯桥键的16电子c伞花钌钌配合物和具有易于解离的配体的18电子的ym烯钌配合物对醇的催化外消旋反应具有很高的活性。然后提出了对伞花烃钌配合物可能的外消旋作用机理。离解能垒，NBO分析和反应势能面的计算分析表明，配体离解过程是由ym烯钌配合物催化外消旋作用的重要步骤。此后，将这些配合物应用于仲醇的DKR中，以验证其效率和适用性。

  DOI：

  10.1016/j.jorganchem.2014.10.011
• 作为试剂：
  描述：

  4-乙酰氧基苯甲酸 、 1-己炔 在 [Ru(p-cymene)Cl2(1,3-dicyclohexylimidazole-2-ylidene)] 作用下， 以 水 、 甲苯 为溶剂， 反应 0.08h， 生成 (Z)-1-hexen-2-yl 4-acetoxybenzoate 、 (E)-1-hexen-2-yl 4-acetoxybenzoate 、 hex-1-en-2-yl 4-acetoxybenzoate
  参考文献：
  名称：

  Ruthenium–arene complexes bearing imidazol(in)ium-2-dithiocarboxylate ligands: Evaluation of their catalytic activity in the synthesis of enol esters

  摘要：

  The catalytic activity of four ruthenium imidazol(in)ium-2-dithiocarboxylates was evaluated for the synthesis of vinyl esters through addition of 4-acetoxybenzoic acid to 1-hexyne, and compared to those of the parent ruthenium-N-heterocyclic carbene complexes and [RuCl2(p-cymene)(PPh3)] (a standard catalyst). It turned out that ruthenium imidazol(in)ium-2-dithiocarboxylates were poorly active and selective. Quantitative yields, indeed, were obtained only after extended reaction times. However, the catalytic activity could be improved significantly under microwave heating or conventional heating in a sealed tube at 160 degrees C, driving the reaction to completion in less than 4 h of reaction. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.08.028

文献信息

• A simple synthesis of [RuCl₂(NHC)(<i>p</i>-cymene)] complexes and their use in olefin oxidation catalysis
  作者：Xinyuan Ma、Sébastien G. Guillet、Min Peng、Kristof Van Hecke、Steven P. Nolan

  DOI：10.1039/d1dt00030f

  日期：——

  A simple and efficient synthetic route to [RuCl2(NHC)(p-cymene)] and [Ru(CO3)(NHC)(p-cymene)] complexes making use of a weak base, under aerobic conditions, is reported. This method enables access to a series of NHC-ruthenium compounds with moderate to good yields under mild conditions. The Ru pre-catalysts were successfully used in olefin oxidation catalysis at low catalyst loading and reach complete

  据报道，在有氧条件下，利用弱碱可以简单有效地合成[RuCl 2（NHC）（对-cymene）]和[Ru（CO 3）（NHC）（对-cymene）]络合物。该方法可以在温和条件下以中等到良好的产率获得一系列NHC-钌化合物。Ru预催化剂已成功用于低负载催化剂的烯烃氧化催化中，并在短时间内实现了完全转化。
• Synthesis and Catalytic Evaluation of Ruthenium−Arene Complexes Generated Using Imidazol(in)ium-2-carboxylates and Dithiocarboxylates
  作者：Lionel Delaude、Xavier Sauvage、Albert Demonceau、Johan Wouters

  DOI：10.1021/om9002363

  日期：2009.7.27

  The ability of five imidazol(in)ium-2-carboxylates and dithiocarboxylates bearing cyclohexyl, mesityl, or 2,6-diisopropylphenyl substituents on their nitrogen atoms to act as NHC precursors for in situ catalytic applications was probed in ruthenium-promoted ring-opening metathesis and atom transfer radical polymerizations. Results obtained with 1:2 mixtures of [RuCl2(p-cymene)](2) and NHC center dot CO2 adducts were in line with those reported previously starting from preformed [RuCl2-(p-cymene)(NHC)] complexes, whereas the NHC center dot CS2 zwitterions were almost completely inactive. To account for this dichotomy, the preparation of preformed ruthenium-arene complexes from [RuCk(p-cymene)](2) and NHC center dot CX2 inner salts was thoroughly investigated. As expected, imidazolium-2-carboxylates lost their CO2 moiety and afforded [RuCl2(p-cyrnene)(NHC)] complexes in high yields, whereas the NHC center dot CS, betaines retained their zwitterionic nature and led to cationic complexes of the [RuCl(p-cymene)(NHC center dot CS2)]PF6 type. These stable, 18-electron species are the first examples of well-defined transition-metal complexes bearing chelating NHC center dot CS2 ligands. They were characterized by various analytical techniques, and the molecular structure of [RuCl(p-cymene)([Mes center dot CS2)]PF6 was determined by X-ray diffraction analysis.