bis-(1,10-phenanthroline-5,6-dione)ruthenium(II) chloride | 766541-22-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: bis-(1,10-phenanthroline-5,6-dione)ruthenium(II) chloride
• 英文别名: dichloridobis(1,10-phenanthroline-5,6-dione)ruthenium(II)；[Ru(1,10-phenanthroline-5,6-dione)2Cl2]；[Ru(Phendion)2Cl2]；[Ru(phendione)2Cl2]；1,10-Phenanthroline-5,6-dione;ruthenium(2+);dichloride
• CAS: 766541-22-4；99128-60-6
• 化学式: C₂₄H₁₂Cl₂N₄O₄Ru
• 分子量: 592.36
• InChiKey: XGEXRMHCYCYYQC-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -2.95
• 重原子数：
  35
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  120
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,10-邻二氮杂菲-5,6-二酮 、 bis-(1,10-phenanthroline-5,6-dione)ruthenium(II) chloride 以 乙醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  Goss, Charles A.; Abruña, Héctor D., Inorganic Chemistry, 1985, vol. 24, # 25, p. 4263 - 4267

  摘要：

  DOI：
• 作为产物：
  描述：

  1,10-邻二氮杂菲-5,6-二酮 、 dichlorotetrakis(dimethylsulfoxide)ruthenium 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以33%的产率得到bis-(1,10-phenanthroline-5,6-dione)ruthenium(II) chloride
  参考文献：
  名称：

  High-Throughput Synthesis and Electrochemical Screening of a Library of Modified Electrodes for NADH Oxidation

  摘要：

  We report the combinatorial preparation and high-throughput screening of a library of modified electrodes designed to catalyze the oxidation of NADH. Sixty glassy carbon electrodes were covalently modified with ruthenium(II) or zinc(II) complexes bearing the redox active 1,10-phenanthroline-5,6-dione (phendione) ligand by electrochemical functionalization using one of four different linkers, followed by attachment of one of five different phendione metal complexes using combinatorial solid-phase synthesis methodology. This gave a library with three replicates of each of 20 different electrode modifications. This library was electrochemically screened in high-throughput (HTP) mode using cyclic voltammetry. The members of the library were evaluated with regard to the surface coverage, midpeak potential, and voltammetric peak separation for the phendione ligand, and their catalytic activity toward NADH oxidation. The surface coverage was found to depend on the length and flexibility of the linker and the geometry of the metal complex. The choices of linker and metal complex were also found to have significant impact on the kinetics of the reaction between the 1,10-phenanthroline-5,6-dione ligand and NADH. The rate constants for the reaction were obtained by analyzing the catalytic currents as a function of NADH concentration and scan rate, and the influence of the surface molecular architecture on the kinetics was evaluated.

  DOI：

  10.1021/ja307390x

文献信息

• Non-covalent double functionalization of carbon nanotubes with a NADH oxidation Ru(<scp>ii</scp>)-based molecular catalyst and a NAD-dependent glucose dehydrogenase
  作者：B. Reuillard、A. Le Goff、S. Cosnier

  DOI：10.1039/c4cc04758c

  日期：——

  We report the double functionalization of multiwalled carbon nanotube electrodes by two functional pyrene molecules. In combination, an immobilized Ru(II)-based NADH oxidation catalyst and glucose dehydrogenase achieve highly efficient glucose oxidation with low overpotential of -0.10 V and high current densities of 6 mA cm(-2).

  我们报告了两个功能性molecules分子对多壁碳纳米管电极的双重功能化。结合起来，固定化的基于Ru（II）的NADH氧化催化剂和葡萄糖脱氢酶可实现高效的葡萄糖氧化，其低电势为-0.10 V，电流密度为6 mA cm（-2）。
• Effect of the Addition of a Fused Donor−Acceptor Ligand on a Ru(II) Complex: Synthesis, Characterization, and Photoinduced Electron Transfer Reactions of [Ru(TTF-dppz)₂(Aqphen)]²⁺
  作者：Nathalie Dupont、Ying-Fen Ran、Hong-Peng Jia、Jakob Grilj、Jie Ding、Shi-Xia Liu、Silvio Decurtins、Andreas Hauser

  DOI：10.1021/ic101951n

  日期：2011.4.18

  The synthesis and the photophysical properties of the complex [Ru(TTF-dppz)2(Aqphen)]2+ (TTF = tetrathiafulvalene, dppz = dipyrido-[3,2-a:2′,3′-c]phenazine, Aqphen = anthraquinone fused to phenanthroline via a pyrazine bridge) are described. In this molecular triad excitation into the metal−ligand charge transfer bands results in the creation of a long-lived charge separated state with TTF acting as

  复合物[Ru（TTF-dppz）2（Aqphen）] 2+（TTF =四硫富瓦烯，dppz =二吡啶基-[3,2- a：2'，3'- c ]吩嗪，Aqphen的合成及光物理性质（描述了通过吡嗪桥与菲咯啉稠合的蒽醌）。在此分子三合会激发到金属-配体的电荷转移带中，导致长寿命的电荷分离态的产生，TTF充当电子给体，蒽醌充当末端受体。室温下，电荷分离态的寿命在二氯甲烷中为400 ns。基于瞬态吸收光谱，提出了一种涉及中间电荷分离态的电荷分离机理。
• Increasing the π-Expansive Ligands in Ruthenium(II) Polypyridyl Complexes: Synthesis, Characterization, and Biological Evaluation for Photodynamic Therapy Applications
  作者：Maria Dalla Pozza、Pierre Mesdom、Ahmad Abdullrahman、Tayler D. Prieto Otoya、Philippe Arnoux、Céline Frochot、Germain Niogret、Bruno Saubaméa、Pierre Burckel、James P. Hall、Marcel Hollenstein、Christine J. Cardin、Gilles Gasser

  DOI：10.1021/acs.inorgchem.3c02606

  日期：2023.11.13

  spatiotemporal control. Ruthenium(II) polypyridyl compounds are gaining attention for their application as photosensitizers (PSs) since they are generally nontoxic in dark conditions, while they show remarkable toxicity after light irradiation. In this work, four Ru(II) polypyridyl compounds with sterically expansive ligands were studied as PDT agents. The Ru(II) complexes were synthesized using an alternative

  缺乏选择性是目前使用的化疗的主要问题之一，不仅对改变的细胞造成损害，而且对健康细胞造成损害。在过去的几十年里，光动力疗法（PDT）因其在高度时空控制下治疗癌症或细菌感染等疾病的潜力而成为一种有前途的治疗工具。聚吡啶基钌化合物因其作为光敏剂（PS）的应用而受到关注，因为它们在黑暗条件下通常无毒，但在光照射后表现出显着的毒性。在这项工作中，研究了四种具有空间膨胀配体的 Ru(II) 聚吡啶化合物作为 PDT 试剂。Ru(II)配合物的合成采用了文献中描述的替代路线，从而提高了合成产率。还获得了化合物[Ru(DIP) 2 phen]Cl 2和[Ru(dppz) 2 phen](PF 6 ) 2的固态结构。众所周知，化合物[Ru(dppz)(phen) 2 ]Cl 2通过嵌入与DNA结合。因此，我们使用[Ru(dppz) 2 phen]Cl 2作为DNA相互作用研究的模型，表明它稳定了双链DNA的两种不同序列。大多数合成的
• Unusual condensation of ethylene glycol with coordinated 1,10-phenanthroline-5,6-dione in [Ru(phen-dione)2Cl2] and its cyclometallated complex, [Ru(phpy-κ2N,C2′)(phen-diox)2](PF6)
  作者：Hassan Hadadzadeh、Marzieh Daryanavard、Corrado Rizzoli、Hossein Farrokhpour

  DOI：10.1016/j.poly.2012.06.022

  日期：2012.8

  A novel cyclometallated Ru(II) derivative of 1,10-phenanthroline-5,6-dione (phen-dione), [Ru(phpy-kappa N-2,C-2')(phen-diox)(2)](PF6), where phpy-kappa N-2,C-2' is 2-phenylpyridine and phen-diox is 2,3-dihydro-4a,12b-(epoxyethanooxy)[1,4]dioxino[2,3-f][1,10]phenanthroline, has been prepared by the metal-assisted effect of [Ru(phen-dione)(2)Cl-2] via an unusual condensation of the coordinated phen-dione ligand with ethylene glycol which led to the formation of [Ru(phen-diox)(2)Cl-2]. The condensation reaction could not proceed in the absence of [Ru(phen-dione)(2)Cl-2]. DFT calculations showed that the energy of the LUMO of [Ru(phen-dione)(2)Cl-2] is about 12.430 kcal/mol lower than that of the uncoordinated phen-dione ligand. The cyclometallated complex has been characterized by elemental analysis, spectroscopic and spectroelectrochemical (SEC) techniques, cyclic voltammetry and X-ray crystallography. X-ray analysis of the complex shows an elongation of one of the five Ru-N bonds due to a strong trans effect of the carbanionic ligand. The electrochemical data of the complex demonstrate a strong a-donating character of the anionic phenylpyridine ligand. UV-vis spectroelectrochemical studies of the complex in acetonitrile show a reversible redox behavior, evaluated by the maintenance of isosbestic points in the UV-vis spectrum for both forward oxidation and reverse reduction processes. The complex is very weakly emissive at room temperature in degassed acetonitrile with lambda(em)= 546 nm and phi(em) = 0.02%. (C) 2012 Elsevier Ltd. All rights reserved.