[Ru(II)Br2(cym)]2 | 90591-13-2

• 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: [Ru(II)Br2(cym)]2
• 英文别名: dibromoruthenium;1-methyl-4-propan-2-ylbenzene
• CAS: 90591-13-2
• 化学式: C₂₀H₂₈Br₄Ru₂
• 分子量: 790.198
• InChiKey: KGBVFWGLLYQALY-UHFFFAOYSA-J

计算性质

• 辛醇/水分配系数(LogP)：
  9.61
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  5,7-二碘-8-羟基喹啉 、 [Ru(II)Br2(cym)]2 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以83%的产率得到bromido(5,7-diiodo-8-quinolinolato-κN¹,κO⁸)(η⁶-p-cymene)ruthenium(II)
  参考文献：
  名称：

  Impact of the Halogen Substitution Pattern on the Biological Activity of Organoruthenium 8-Hydroxyquinoline Anticancer Agents

  摘要：

  8-Hydroxyquinoline and its derivatives have a broad variety of pharmacological properties, which make them an ideal bioactive building block in the development of metal-based anticancer drugs. In this account we aimed to rationalize the antiproliferative efficacy of organoruthenium compounds featuring 8-hydroxyquinoline-derived ligands and to elucidate structural determinants by using biological assays and bioanalytical methods. By systematically varying the halide substitution pattern at the 5- and 7-positions of the 8-hydroxyquinoline ligand, as well as the halido leaving group, a series of 5,7-dihalido-8-hydroxyquinoline Ru-II(eta(6)-p-cymene) complexes were obtained. Studies on their cytotoxic activity revealed the minor impact of the substitution pattern (with the exception of complexes of 8-hydroxyquinoline) on their activity. Notably, the cellular accumulation showed no correlation with the cytotoxic activity, while the nature of the halido leaving group only had a significant influence in the case of the 8-hydroxyquinoline organoruthenium compounds. However, the compounds were shown to be very stable under a wide variety of pH conditions, making them possible candidates for further development as orally active anticancer agents.

  DOI：

  10.1021/acs.organomet.5b00868
• 作为产物：
  描述：

  [(p-Me-C6H4-CH(CH3)2)2Ru2Cl2(μ-Cl)(μ-H)] 、 氢溴酸 以 四氢呋喃 、 水 为溶剂， 以79%的产率得到[Ru(II)Br2(cym)]2
  参考文献：
  名称：

  Reactivity of dinuclear arene ruthenium complexes: reactions of the hydrido complex [( p -Me-C 6 H 4 -Pr i ) 2 Ru 2 Cl 2 (μ-Cl)(μ-H)] with NaX and HX (X=F, Cl, Br, I)

  摘要：

  The dinuclear hydride complex [(p-Me-C6H4-Pr')(2)Ru2Cl2(mu-Cl)(mu-H)] (1) reacts with the sodium halides NaX in methanol to give the halogen analogues [(p-Me-C6H4-Pr')(2)Ru2X2(mu-X)(mu-H)] (2: X = F, 3: X = Br, 4: X = I). With HX, complex 1 reacts to give the tetrahalo complexes [(p-Me-C6H4-Pr')(2)Ru2X2(mu-X)(2)] (5: X = Cl, 6: X = Br, 7: X = I); in the case of X = I, a large excess of HI leads to the formation of the cationic complex [(p-Me-C6H4-Pr')(2)Ru-2(mu-I)(3)](+) (8). The X-ray structure analysis of 1 shows a dinuclear Ru-2 backbone with two terminal chloro ligands being irans with respect to each other as the two p-cymene ligands, the two bridging ligands lie in a plane perpendicular to the plane defined by the terminal chloro ligands and the ruthenium atoms. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00155-8

文献信息

• Mononuclear Ruthenium and Osmium Complexes with a Bicyclic Guanidinate Ligand: Synthesis and Catalytic Behavior in Olefin Isomerization Processes
  作者：Sebastián A. Gámez‐Rivera、Javier Francos、Javier Borge、Victorio Cadierno

  DOI：10.1002/ejic.201700727

  日期：2017.9.25

  confirmed by single-crystal X-ray diffraction methods. The catalytic behavior of these guanidinate-metal complexes in the base-free redox isomerization of allylic alcohols was explored, with the ruthenium(IV) derivative 9 showing the best performances (TOF up to 5940 h-1). All the synthesized complexes proved to be also active in the isomerization of the allyl-benzene estragole into the industrially relevant

  第一个含有双环胍阴离子的单核 Ru(II)、Ru(IV) 和 Os(II) 配合物的制备 1,3,4,6,7,8-六氢-2H-嘧啶[1,2- a]嘧啶 (Hhpp) 作为螯合配体，即 [RuX2-(N,N´)-hpp}(6-芳烃)] [芳烃 = p-伞花烃, X = Cl (2a), Br ( 2b), 我 (2c); 芳烃 = C6Me6, X = Cl (7)], [RuCl2-(N,N´)-hpp}(3:3-C10H16)] (9; C10H16 = 2,7-二甲基octa-2,描述了 6-diene-1,8-diyl) 和 [OsCl2-(N,N´)-hpp}(6-p-cymene)] (11)。化合物 2a-c、7、9 和 11 通过元素分析、HRMS 以及 IR 和 NMR 光谱进行了全面表征。此外，通过单晶 X 射线衍射方法明确证实了 2a 的结构。探索了
• 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。
• [RuCl₂(η⁶-p-cymene)] complexes bearing phosphinous acid ligands: preparation, application in C–H bond functionalization and mechanistic investigations
  作者：Lionel V. Graux、Michel Giorgi、Gérard Buono、Hervé Clavier

  DOI：10.1039/c5dt04683a

  日期：——

  [RuCl2(η6-p-cymene)] complexes bearing phosphinous acid (PA) ligands have been straightforwardly prepared from the dimer [RuCl2(p-cymene)]2 and secondary phosphine oxides (SPOs) and fully characterized. The steric parameter quantification of PAs, other L ligands and η6-p-cymene allowed a better comprehension of the coordination chemistry of these types of complexes and explained the absence of coordination in the

  一系列的合成将[RuCl 2（η 6 - p -cymene）]配合物轴承膦酸（PA）的配体已被直接地从二聚体制备将[RuCl 2（p -cymene）] 2和仲膦氧化物（SPOS）和完全表征。功率放大器，另一个L配体的位阻参数量化和η 6 - p -cymene允许这些类型的复合物的配位化学的一个更好的理解和解释了缺乏协调在笨重战略性计划目标的情况下，如Ad 2P（O）H。这些配合物在2-苯基吡啶的C–H活化/官能化中进行了测试，并在80°C时表现出最高的空间体积，获得了良好的活性。还研究了卤化物对钌配合物或对芳基卤化物伴侣的影响，显示出巨大的差异。卤化物作用的进一步研究特别是通过使用阳离子钌烷基环进行的，发现该钌是该反应的中间体。为了使次膦酸发挥的作用合理化，已提出了一种机制，该机制涉及次膦酸酯类所促进的协同金属化去质子化。
• Naphthoquinones of natural origin: Aqueous chemistry and coordination to half-sandwich organometallic cations
  作者：János P. Mészáros、Heiko Geisler、Jelena M. Poljarević、Alexander Roller、Maria S. Legina、Michaela Hejl、Michael A. Jakupec、Bernhard K. Keppler、Wolfgang Kandioller、Éva A. Enyedy

  DOI：10.1016/j.jorganchem.2019.121070

  日期：2020.2

  Half-sandwich organometallic complexes featuring Ru(II), Os(II) and Rh(III) metal centers and naturally occurring bidentate 2-hydroxy-[1,4]-naphthoquinone ligands (lawsone and phthiocol) have been synthesized and characterized in both solid state and solution phase by analytical, spectroscopic, electrochemical and single crystal X-ray diffraction techniques. Comparative studies revealed the influence

  合成并表征了具有Ru（II），Os（II）和Rh（III）金属中心和天然存在的双齿2-羟基-[[1,4]-萘醌配体（拉索酮和苯硫酚）的半三明治有机金属配合物通过分析，光谱，电化学和单晶X射线衍射技术获得固态和溶液相。比较研究表明，各自的金属中心（Ru，Os，Rh），离去基团（Cl，Br，I）和芳烃（对-Cymene，甲苯，五甲基环戊二烯基）以及萘醌配体对结构性能和结构的影响。解决方案形态。此外，在SW480，CH1 / PA-1和A549人癌细胞系中测试了细胞毒性，显示出广泛的IC 50值。
• Influence of Halogen Substitution in the Ligand Sphere on the Antitumor and Antibacterial Activity of Half-sandwich Ruthenium(II) Complexes [RuX(η⁶ -arene)(C₅ H₄ N-2-CH=N-Ar)]⁺
  作者：Joel M. Gichumbi、Bernard Omondi、Geraldine Lazarus、Moganavelli Singh、Nazia Shaikh、Hafizah Y. Chenia、Holger B. Friedrich

  DOI：10.1002/zaac.201600427

  日期：2017.6.1

  not selective. 1 and 2 had good activity against MCF7, some with lower IC50 than 5-FU. Complexes with X = Br or I had moderate activity against Caco-2 and HepG2, but those with Cl were inactive. Antibacterial activities of 1a, 2b, 3a, and 7 were tested against antibacterial susceptible and resistant Gram-negative and -positive bacteria. 1a, 2b, and 3a showed activity against methicillin-resistant S

  新配合物 [(η6-p-cymene)Ru(C5H4N-2-CH=N-Ar)X]PF6 [X = Br (1), I (2); Ar = 4-氟苯基 (a)、4-氯苯基 (b)、4-溴苯基 (c)、4-碘苯基 (d)、2,5-二氯苯基 (e)] 以及 3a–3e (X = Cl) 和新的配合物 [(η6-arene)RuCl(NN)]PF6 (arene = C6H5OCH2CH2OH, NN = 2,2'-bipyridine (4), 2,6-(二甲基苯基)-pyridin-2-yl-亚甲基胺 (5), 2,6-(二异丙基苯基)-吡啶-2-基-亚甲基胺 (6); 芳烃 = 对伞花烃, NN = 4-(氨基苯基)-吡啶-2-基-亚甲基胺 (7 )]. 对 1a、1b、1c、1d、2b、5 和 7 进行了 X 射线衍射研究。确定了 1a-1d 和 2 与人类癌细胞上皮结直肠腺癌 (Caco-2)