[RuCl₂(p-cymene)(iPr₂-imy)]

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [RuCl₂(p-cymene)(iPr₂-imy)]
• 英文别名: [RuCl2(IiPr)(p-cymene)]；[(η6-p-cymene)ruthenium(II)(1,3-diisopropylimidazolin-2-ylidene)dichloride]；[(η6-C6H4MeiPr)Ru(iPr2Im)Cl2]；[(p-cymene)RuCl2(C3H2N2(iPr)2)]
• 化学式: C₁₉H₃₀Cl₂N₂Ru
• 分子量: 458.437
• InChiKey: LJZRRLOBHUIPFY-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  5.91
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [RuCl₂(p-cymene)(iPr₂-imy)] 、 sodium iodide 以 四氢呋喃 为溶剂， 反应 8.0h， 以68%的产率得到1,3-di(propan-2-yl)-2H-imidazol-1-ium-2-ide;1-methyl-4-propan-2-ylbenzene;ruthenium(2+);diiodide
  参考文献：
  名称：

  [EN] PROCESS OF FORMING AN AMIDE
  [FR] PROCÉDÉ DE FORMATION D'UN AMIDE

  摘要：

  提供了一种合成酰胺的过程。在铑(II)催化剂的存在下，将一种初级或次级胺和一种初级醇接触，其中胺和醇可以是不同反应物的基团，也可以是同一分子的基团。铑(II)催化剂不含膦配体。该过程还在缺乏膦的情况下进行。提供铑(II)催化剂包括提供N-杂环卡宾。

  公开号：

  WO2011034506A1
• 作为产物：
  描述：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 1,3-(diisopropyl)imidazol-2-ylidene 以 四氢呋喃 为溶剂， 以61%的产率得到[RuCl₂(p-cymene)(iPr₂-imy)]
  参考文献：
  名称：

  具有[Ru(NHC)4]2+核的四(卡宾)钌(II)配合物的合成和表征

  摘要：

  报道了具有 [Ru(NHC)4]2+ (NHC = N-杂环卡宾) 核的不同钌 (II) 配合物的合成。[(η6-C6H4MeiPr)RuCl(μ-Cl)]2 与 1 当量的反应。NHC iPr2Im 在 thf 中导致 [(η6-C6H4MeiPr)Ru(iPr2Im)Cl2] (1) 的清洁形成，但在较高温度下使用过量的卡宾会提供副产物，例如 [Ru(iPr2Im)4H ]Cl (9)。[Ru(R2Im)4Cl2] [R = Me (2), nPr (3), MeiPr (6)] 型配合物是通过 [Ru(PPh3)3Cl2] 与 Me2Im、nPr2Im 和 MeiPrIm 的反应合成的。化合物 6 被分离为异构体的混合物，这些异构体在不对称取代的 NHC 配体相对于 Ru-Cl 载体的相对方向上有所不同。用乙腈替换 2 和 3 中的氯配体导致形成 [Ru(R2Im)4(CH3CN)]Cl2

  DOI：

  10.1002/ejic.201000977
• 作为试剂：
  描述：

  甲基苯甲醇-D1 在 [RuCl₂(p-cymene)(iPr₂-imy)] 、 tricyclohexylphosphine tetrafluoroborate 、 potassium hydroxide 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 1,3-联苯-1-丁酮
  参考文献：
  名称：

  Ruthenium-Catalyzed Self-Coupling of Primary and Secondary Alcohols with the Liberation of Dihydrogen

  摘要：

  The dehydrogenative self-condensation of primary and secondary alcohols has been studied in the presence of RuCl2(IiPr)(p-cymene). The conversion of primary alcohols into esters has been further optimized by using magnesium nitride as an additive, which allows the reaction to take place at a temperature and catalyst loading lower than those described previously. Secondary alcohols were dimerized into racemic ketones by a dehydrogenative Guerbet reaction with potassium hydroxide as the additive. The transformation gave good yields of the ketone diners with a range of alkan-2-ols, whereas more substituted secondary alcohols were unreactive. The reaction proceeds by dehydrogenation to the ketone, followed by an aldol reaction and hydrogenation of the resulting enone.

  DOI：

  10.1021/jo4008699

文献信息

• Selective hydrogenation of levulinic acid to γ-valerolactone using in situ generated ruthenium nanoparticles derived from Ru–NHC complexes
  作者：Boon Ying Tay、Cun Wang、Pim Huat Phua、Ludger Paul Stubbs、Han Vinh Huynh

  DOI：10.1039/c5dt03366g

  日期：——

  Hydrogenation of levulinic acid (LA) to γ-valerolactone (GVL) was studied by using mono- and bidentate p-cymene ruthenium(II) N-heterocyclic carbene (NHC) complexes as catalyst precursors. In water, all complexes were found to be reduced in situ to form ruthenium nanoparticles (RuNPs) with a high hydrogenation activity. In organic solvents, complexes with monodentate NHC ligands also formed nanoparticles

  以单-和二齿对-异丙基钌（II）N-杂环卡宾（NHC）络合物为催化剂前体，研究了乙酰丙酸（LA）加氢成γ-戊内酯（GVL）的过程。在水中，发现所有复合物均被原位还原以形成具有高氢化活性的钌纳米颗粒（RuNPs）。在有机溶剂中，具有单齿NHC配体的配合物也形成纳米颗粒，而具有双齿配体的配合物产生具有中等氢化活性的稳定均相催化剂。
• Dehydrogenative Synthesis of Imines from Alcohols and Amines Catalyzed by a Ruthenium N-Heterocyclic Carbene Complex
  作者：Agnese Maggi、Robert Madsen

  DOI：10.1021/om201095m

  日期：2012.1.9

  A new method for the direct synthesis of imines from alcohols and amines is described where hydrogen gas is liberated. The reaction is catalyzed by the ruthenium N-heterocyclic carbene complex [RuCl2(IiPr)(p-cymene)] in the presence of the ligand DABCO and molecular sieves. The imination can be applied to a variety of primary alcohols and amines and can be combined with a subsequent addition reaction. A deuterium labeling experiment indicates that the catalytically active species is a ruthenium dihydride. The reaction is believed to proceed by initial dehydrogenation of the alcohol to the aldehyde, which stays coordinated to ruthenium. Nucleophilic attack of the amine affords the hemiaminal, which is released from ruthenium and converted into the imine.
• [EN] PROCESS OF FORMING AN AMIDE<br/>[FR] PROCÉDÉ DE FORMATION D'UN AMIDE
  申请人：UNIV NANYANG TECH

  公开号：WO2011034506A1

  公开（公告）日：2011-03-24

  A process is provided for the synthesis of an amide. A primary or secondary amine and a primary alcohol, with the amine and the alcohol being either moieties of different reactants or moieties of the same molecule, are contacted in the presence of a Ruthenium (II) catalyst. The Ruthenium (II) catalyst is free of a phosphine ligand. The process is also carried out in the absence of a phosphine. Providing the Ruthenium (II) catalyst includes providing an N-heterocyclic carbene.

  提供了一种合成酰胺的过程。在铑(II)催化剂的存在下，将一种初级或次级胺和一种初级醇接触，其中胺和醇可以是不同反应物的基团，也可以是同一分子的基团。铑(II)催化剂不含膦配体。该过程还在缺乏膦的情况下进行。提供铑(II)催化剂包括提供N-杂环卡宾。
• Synthesis and Characterization of Tetrakis(carbene)ruthenium(II) Complexes Featuring an [Ru(NHC) ₄ ] ²⁺ Core
  作者：Max Würtemberger、Timo Ott、Christian Döring、Thomas Schaub、Udo Radius

  DOI：10.1002/ejic.201000977

  日期：2011.1

  The synthesis of different ruthenium(II) complexes with an [Ru(NHC)4]2+ (NHC = N-heterocyclic carbene) core is reported. The reaction of [(η6-C6H4MeiPr)RuCl(μ-Cl)]2 with 1 equiv. of the NHC iPr2Im in thf leads to the clean formation of [(η6-C6H4MeiPr)Ru(iPr2Im)Cl2] (1), but use of an excess of the carbene at higher temperatures affords side products such as [Ru(iPr2Im)4H]Cl (9). Complexes of the type

  报道了具有 [Ru(NHC)4]2+ (NHC = N-杂环卡宾) 核的不同钌 (II) 配合物的合成。[(η6-C6H4MeiPr)RuCl(μ-Cl)]2 与 1 当量的反应。NHC iPr2Im 在 thf 中导致 [(η6-C6H4MeiPr)Ru(iPr2Im)Cl2] (1) 的清洁形成，但在较高温度下使用过量的卡宾会提供副产物，例如 [Ru(iPr2Im)4H ]Cl (9)。[Ru(R2Im)4Cl2] [R = Me (2), nPr (3), MeiPr (6)] 型配合物是通过 [Ru(PPh3)3Cl2] 与 Me2Im、nPr2Im 和 MeiPrIm 的反应合成的。化合物 6 被分离为异构体的混合物，这些异构体在不对称取代的 NHC 配体相对于 Ru-Cl 载体的相对方向上有所不同。用乙腈替换 2 和 3 中的氯配体导致形成 [Ru(R2Im)4(CH3CN)]Cl2