Triphenylphosphine Ruthenium Research Articles

Synthesis of quinazolinone derivatives with a seven‐membered ring using borrowing hydrogen methodology

In this study, we synthesized 23 quinazolinone derivatives with the seven-membered C-ring through intramolecular borrowing hydrogen reaction of 3-(3-hydroxypropyl)-2-(1H-indol-2-yl)-quinazolin-4(3H)-one, in yields ranging from 31 % to 68 %. The reaction took place in the presence of cesium carbonate and DMF, using triphenylphosphine ruthenium chloride (PPh3)3RuCl2 as a catalyst and Xantphos as a ligand. Water was the only byproduct. Furthermore, pharmacological activity tests were conducted on these compounds, revealing that some of the products exhibited anti-inflammatory and anticancer properties.

Synthesis of CNT/Ru/Cobalt oxide composites as oxygen evolution reaction electrocatalysts via ball milling approach

Ruthenium (Ru) and Cobalt oxides (CoO) nanoparticles are uniformly decorated on surfaces of carbon nanotubes (CNTs), via ball milling of mixtures consisting of commercial CNTs, triphenylphosphine ruthenium chlorides and Cobalt nitrates. Due to collective contributions of Ru and CoO, the obtained CNT/Ru/CoO composites exhibit excellent electrocatalytic activities and durability for oxygen evolution reaction (OER), both of which outperform those of the state-of-the-art iridium oxide catalysts.

Synthesis of graphene/Ru/NiO composites as highly active oxygen evolution reaction electrocatalysts

Graphene nanoplates which are decorated uniformly with ruthenium (Ru) and nickel oxide (NiO) nanoparticles, are fabricated via ball milling of graphite, triphenylphosphine ruthenium chlorides and nickel chlorides. Electrochemical measurement results demonstrate that the resultant graphene/Ru/NiO composites deliver a lower overpotential of 240 mV at current density of 10 mA cm−2 and better durability for oxygen evolution reaction (OER) than the state-of-the-art iridium oxide catalysts. The superior OER performances of the graphene/Ru/NiO composites are attributed to collective contributions of Ru and NiO.

Antitumor studies evaluation of triphenylphosphine ruthenium complexes with 5,7-dihalo-substituted-8-quinolinoline targeting mitophagy pathways

Both ruthenium-containing complexes and 8-quinolinoline compounds have emerged as a potential novel agent for malignant tumor therapy. Here, three triphenylphosphine ruthenium complexes, [Ru(ZW1)(PPh3)2Cl2] (PPh3 = triphenylphosphine) (RuZ1), [Ru(ZW2)(PPh3)2Cl2] (RuZ2) and [Ru(ZW2)2(PPh3)Cl2]·CH2Cl2 (RuZ3) bearing 5,7-dichloro-8-quinolinol (H-ZW1) and 5,7-dichloro-8-hydroxyquinaldine (H-ZW2), have been synthesized, characterized and tested for their anticancer potential. We showed that triphenylphosphine ruthenium complexes RuZ1–RuZ3 impaired the cell viability of ovarian adenocarcinoma cisplatin-resistant SK-OV-3/DDP (SKO3CR) and SK-OV-3 (SKO3) cancer cells with greater selectivity and specificity than cisplatin. In addition, RuZ1–RuZ3 show higher excellent cytotoxicity than cisplatin towards SKO3CR cells, with IC50 values of 9.66 ± 1.08, 4.05 ± 0.67 and 7.18 ± 0.40 μM, respectively, in which the SKO3CR cells was the most sensitive to RuZ1–RuZ3. Depending on the substituent type, the antiproliferative ability of RuZ1–RuZ3 followed the trend: –CH3 > –H. However, RuZ1–RuZ3 have no obvious toxicity to normal cell HL-7702. Besides, RuZ1 and RuZ2 could induce mitophagy related-apoptosis pathways through suppression of mitochondrial membrane potential (ΔΨm), accumulation of [Ca2+] and reactive oxygen species (ROS), and regulation of LC3 II/LC3 I, Beclin-1, P62, FUNDC1, PINK1, Parkin, cleaved-caspase-3, caspase-9 and cytochrome c signaling pathway, and hindering the preparation of mitochondrial respiration complexes I and IV and ATP levels. Mechanistic study revealed that RuZ1 and RuZ2 induce apoptosis in SKO3CR cells via mitophagy related-apoptosis pathways induction and energy (ATP) generation disturbance. Taken together, the studied triphenylphosphine ruthenium complexes RuZ1–RuZ3 are promising chemotherapeutic agents with high effectiveness and low toxicity.

Triphenylphosphine ruthenium (RuP) complex anchored with exfoliated g-C3N4 (ECN) with an externally reflected solar photoreactor system for highly efficient solar H2 production

Designing an efficient photocatalytic system capable of higher photocatalytic efficiency for hydrogen production is extremely challenging. In the current study, a triphenylphosphine ruthenium (RuP) complex as a cocatalyst with exfoliated g-C3N4 nanosheets (ECN) and an externally reflected solar photoreactor has been investigated for photocatalytic H2 production. With the alternate morphology of g-C3N4, both the specific surface area and charge separation efficiency were enhanced. The ruthenium (RuP) complex attached to ECN (RuP/ECN) enables efficient visible light absorption due to works as a photosensitizer to yield more hydrogen. The 3% RuP/ECN exhibited excellent photocatalytic efficiency, and optimal H2 yield reached up to 1705 µmol g−1 with QY 2.85 %, 23.4 and 334 folds more than attained with pure ECN and bulk g-C3N4, respectively. Due to the exfoliated structure with photosensitization and oxygen vacancies, the photoactivity was greatly increased for visible light assisted H2 evolution. Furthermore, using an externally reflected solar photoreactor system, H2 yield was significantly improved due to concentrating more light irradiations inside the slurry system even at lower light intensity. Using the traditional and externally reflected solar systems, the critical operational parameters, including sacrificial reagents, feed concentration, and catalyst loading, were further explored. Mass transfer, charge transfer, and amount of photoinduced charges were greatly dependent on the operating parameters. The highest H2 yield with lower catalyst loading and feed concentration was obtained with an externally reflected solar system. This study introduces a new technique to manufacturing porous materials and creating an effective photoreactor system that might be advantageous to boost performance in other solar energy-related applications.

Turn-on fluorescence of ruthenium pyrene complexes in response to bovine serum albumin.

Two novel pyrene triphenylphosphine ruthenium conjugates act as fluorescent turn-on beacons for serum albumin, being non-fluorescent in aqueous media but exhibiting strong emission upon binding to BSA. The selective cytotoxicity of the compounds against tumour cells is enhanced upon irradiation by UV-light, paving the way for application in photodynamic therapy under two-photon excitation.

Simultaneous determination of hydrazine and phenyl hydrazine using 4′-(4-carboxyphenyl)-2,2′:6′,2″ terpyridine diacetonitrile triphenylphosphine ruthenium(II) tetrafluoroborate complex functionalized multiwalled carbon nanotubes modified electrode

A nanocomposite based on the incorporation of the complex 4′-(4-carboxyphenyl)-2,2′:6′,2″ terpyridine triphenylphosphine diacetonitrile ruthenium(II) tetrafluoroborate with multiwalled carbon nanotubes and ionomer supported upon a glassy carbon electrode substrate is reported and characterized with scanning electron microscopy, transmission electron microscopy and infrared spectroscopy. The electrochemical behavior and stability of the composite electrode was investigated via cyclic voltammetry. The modified electrode exhibits an electro-catalytic activity towards the oxidation of both hydrazine and phenyl hydrazine in 0.1M phosphate buffer solution (PBS, pH 7.4). The oxidation of hydrazine and phenyl hydrazine occurs at 0.81V and 0.32V with limit of detection found to be 3.7×10−7M and 1.15×10−7M and having a linear range from 5×10−6M to 6.5×10−3M, and 5×10−6M to 0.2×10−3M, respectively.

A multinuclear1H,13C and11B solid-state MAS NMR study of 16- and 18-electron organometallic ruthenium and osmium carborane complexes

The first (1)H, (13)C, (31)P and (11)B solid state MAS NMR studies of electron-deficient carborane-containing ruthenium and osmium complexes [Ru/Os(p-cym)(1,2-dicarba-closo-dodecaborane-1,2-dithiolate)] are reported. The MAS NMR data from these 16-electron complexes are compared to those of free carborane-ligand and an 18-electron triphenylphosphine ruthenium adduct, and reveal clear spectral differences between 16- and 18-electron organometallic carborane systems in the solid state.

Structure and conformation of metal cluster complexes from triphenylphosphine ruthenium carbonyl carboxylates

Structure and conformation of metal cluster complexes from triphenylphosphine ruthenium carbonyl carboxylates

Raman and infrared spectroscopic studies of tris triphenyl phosphine chloride complexes of transition metals

In this work for the first time, Raman spectra are presented of tris triphenyl phosphine cobalt(I) chloride and tris triphenyl phosphine ruthenium(II) chloride. Infrared spectra are also provided for these complexes and infrared and Raman spectra of tris triphenyl phosphine copper(I) chloride are also provided for comparison. Assignments are made of the phosphine ligand vibrations in the vibrational spectra of these complexes in comparison with the free ligand triphenyl phosphine which identify the MX and MP vibrations; assistance in the skeletal assignments is achieved by comparison with the complex tris triphenyl phosphine rhodium(I) chloride.

STM imaging of molecules on well defined substrates

Scanning tunnelling microscopy (STM) has been used to obtain images, in ultra-high vacuum (UHV), of molecules of eta 5-cyclopentadienyl-bis triphenylphosphine ruthenium 4-pentaoxybenzonitrile hexafluorophosphate (Ru* complex) and a monolayer of polymerized polydiacetylene (PDA) deposited on Au substrates in the form of Langmuir-Blodgett films. Tunnelling spectroscopy has been used to detect the electronic structure on the surface due to Ru* complex molecules. Ultraviolet photoelectron spectroscopy (UPS) was used to confirm this electronic structure.

Displacement of coordinated carbon monoxide as a result of an intramolecular nucleophilic attack. Crystal and molecular structure of the ‘intermediate’, cis-dicarbonyl bis(pyridine-2-thiolato)triphenylphosphineruthenium(II), and of the product, monocarbonyl bis(pyridine-2-thiolato)triphenylphosphine ruthenium(II)

Displacement of coordinated carbon monoxide as a result of an intramolecular nucleophilic attack. Crystal and molecular structure of the ‘intermediate’, cis-dicarbonyl bis(pyridine-2-thiolato)triphenylphosphineruthenium(II), and of the product, monocarbonyl bis(pyridine-2-thiolato)triphenylphosphine ruthenium(II)

Preparation and properties of hydride triphenyl-phosphine ruthenium complexes with 3-formyl (or acyl) propionate [RuH(ocochrchrcor′)(PPh 3) 3] (R  H, CH 3, C 2H 5; R  H, CH 3, C 6H 5) and with 2-formyl (or acyl) benzoate [RuH( o-OCCOC 6H 4COR′)(PPh 3) 3] (R′  H, CH 3)

Reactions of Five-membered cyclic dicarboxylic anhydrides, such as phthalic anhydride and succinic anhydride, with RuH 2(PPh 3) 3] and 3-formyl propionate [RuH(OCOCH 2CH 2CHO)(PPh 3) 3], via the CO bond cleavage of the anhydrides. Similar reactions of methylsuccinic anhydride or ethylsuccinic anhydride with RuH 2(PPh 3) 4 afford mixtures of the isomers [RuH(OCOCHRCH 2CHO)(PPh 3) 3] and RuH(OCOCH 2CHRCHO)(PPh 3) 3] (R  CH 3 or C 2H 5), in ca. 3 to 1 molar ratio in each reaction. Complexes with 2-acyl benzoate or 3-acyl propionate ligands formulated as [RuH( o-OCOC 6H 4COCH 3(PPH 3) 3] or [RuH(OCOCH 2CH 2COR/t')(PPh 3) 3](R/t'  CH 3, C 6H 5) are prepared from the reaction of corresponding 2-acyl benzoic or 3-acyl propionic acids with RuH 2(PPh 3) 4. Upon contact with hydrogen at elevated pressure, or with hydrogen chloride or carbon monoxide at atmospheric pressure, these complexes release the corresponding γ-lactones, which are formed through the reduction of formyl or acyl groups in the carboxylate ligands followed by intramolecular condensations. Hydrogenation of 3-acyl propionic acids using ruthenium(II) complexes as catalyst gives γ-substituted γ-lactones in high yields.