159593-90-5

Upstream product

• 366-18-7 [2,2]bipyridinyl 
• 15529-49-4 tris(triphenylphosphine)ruthenium(II) chloride 

Downstream Products

• 200358-34-5 dichloro[1,4-bis(diphenylphosphino)butane](2,2'-bipyridine)ruthenium(II) 
• 72476-44-9 RuH₂(2,2'-bipyridyl)(triphenylphosphine)2 

Relevant academic research and scientific papers

Formic Acid Dehydrogenation by a Cyclometalated κ3-CNN Ruthenium Complex

Hydrogen utilization as a sustainable energy vector is of growing interest. We report herein a cyclometalated ruthenium complex [Ru(κ3-CNN)(dppb)Cl], originally described by Baratta, to be active in the selective dehydrogenation (DH) of formic

Pyridyl based ruthenium(II) catalyst precursors and their dihydride analogues as the catalytically active species for the transfer hydrogenation of ketones

In this study we describe the one-pot and high yield synthesis of the ruthenium(II) complex cis-dichloride [RuCl2(PPh3)2(L1)] (L1 = 4-methyl-2-(2′-pyridyl)quinoline) (1). The solid state structure of L1 is described. The catalytic activity of 1 in the transfer hydrogenation of various ketones by 2-propanol at 82 °C, has been studied and compared with the activity of the known catalyst precursors cis-[RuCl2(PPh3)2(L2)] (L2 = 2-(2'-pyridyl)quinoline) (2), cis-[RuCl2(PPh3)2(L3)] (L3 = 2-(2′-pyridyl)quinoxaline) (3) and cis-[RuCl2(PPh3)2(bipy)] (bipy = 2,2′-bipyridine) (4). The ruthenium monohydride complex [RuHCl(PPh3)2(L3)] 3-H (Cl cis to H) was prepared from the reaction of 3 with 2.5 equivalents of a KOiPr solution. Reaction of 3 with 10 equivalents of KOiPr yields the cis-[RuH2(PPh3)2(L3)] (3-H2). Treatment of 1, 2 and 4 with KOiPr (in excess) affords the ruthenium cis-dihydride complexes [RuH2(PPh3)2(L1)] (1-H2), [RuH2(PPh3)2(L2)] (2-H2) and [RuH2(PPh3)2(bipy)] (4-H2). The formation of 1-H2, 2-H2, 3-H2 and 4-H2 is supported by NMR spectroscopic data. The cis-dihydrides 1-H2 to 4-H2 catalyze successfully the transfer hydrogenation of benzophenone to benzhydrol in the absence of a base, suggesting that presumably the active catalyst is a ruthenium dihydride complex (RuH2). Catalyst 1 has been potentially recovered and reused at least four times.

Ru(II)/N-N/PPh3 complexes as potential anticancer agents against MDA-MB-231 cancer cells (N-N?=?diimine or diamine)

The rational design of anticancer agents that acts in specific biological targets is one of the most effective strategies for developing chemotherapeutic agents. Aiming at obtaining new ruthenium (II) compounds with good cytotoxicity against tumor cells, a series of new complexes of general formula [RuCl(PPh3)(Hdpa)(N–N)]Cl [PPh3 = triphenylphosphine, N-N = 2,2′-dipyridylamine (Hdpa) (1), 1,2-diaminoethane (en) (2), 2,2′-bipyridine (bipy) (3), 5,5′-dimethyl-2,2′-bipyridine (dmbipy) (4), 1,10-phenanthroline (phen) (5) and 4,7-diphenyl-1,10-phenanthroline (dphphen) (6)] were synthesized. The complexes were characterized by elemental analysis and spectroscopic techniques (IR, UV/Visible, and 1D and 2D NMR) and three of their X-ray structures were determined: [RuCl(PPh3)(Hdpa)2]Cl, [RuCl(PPh3)(Hdpa)(en)]Cl and [RuCl(PPh3)(Hdpa)(dmbipy)]Cl. All the complexes are more cytotoxic against the cancer cell line than against the non-tumor cell line, highlighting complexes 1 and 5, which have an index selectivity of 18 and 15, respectively. The binding constants of compounds 1–6 with human serum albumin (HSA) were determined by tryptophan fluorescence quenching, indicating moderate to strong interactions. The binding mode of the complexes to calf thymus (CT) DNA was explored by several techniques, which reveal that only the dphphen compound 6 causes distortions in the secondary and tertiary structures of DNA. The studies demonstrated that the nature of the N–N co-ligand and the presence of the PPh3 and Hdpa ligands are features that can influence the binding affinity of the complexes by the biomolecules and in the cytotoxic activity of the complexes. Overall, the complexes with diimine co-ligand are much more cytotoxic than compound 2 with the aliphatic diamine.

Ru(II)/clotrimazole/diphenylphosphine/bipyridine complexes: Interaction with DNA, BSA and biological potential against tumor cell lines and Mycobacterium tuberculosis

Three ruthenium complexes [RuCl(CTZ)(bipy)(P-P)]PF6 [P-P?=?1,2-bis(diphenylphosphino)ethane (dppe-1), 1,4-bis(diphenylphosphino)butane (dppb-2) and 1,1′-bis(diphenylphosphino)ferrocene (dppf-3), bipy?=?2,2′-bipiridine and clotrimazole (CTZ) 1-[(2-chlorophenyl)diphenylmethyl]-1H-imidazole] were synthesized. These complexes were characterized by a combination of elemental analysis, molar conductivity, infrared and UV–vis spectroscopy, 1H, 13C{1H} and 31P{1H} nuclear magnetic resonance techniques, cyclic voltammetry and mass spectroscopy. Bovine serum albumin binding constants, which were in the range of 1.30–36.00?×?104?M??1, and thermodynamic parameters suggest spontaneous interactions with this protein by electrostatic forces due to the positive charge of the complexes. DNA interactions studied by spectroscopic titration, viscosity measurements, gel electrophoresis, circular dichroism, ethidium bromide displacement and reactions with guanosine and guanosine monophosphate indicated the DNA binding affinity primarily through non-covalent interactions. All complexes 1–3 were tested against the human carcinoma cell lines MCF-7 (breast), A549 (lung) and DU-145 (prostate) presenting promising IC50 values, between 0.50 and 14.00?μM, in some cases lower than the IC50 for the reference drug (cisplatin). The antimicrobial activity assays of the complexes provided evidence that they are potential agents against mycobacterial infections, specifically against Mycobacterium tuberculosis H37Rv.

Bifunctional RuII-Complex-Catalysed Tandem C?C Bond Formation: Efficient and Atom Economical Strategy for the Utilisation of Alcohols as Alkylating Agents

Catalytic activities of a series of functional bipyridine-based RuIIcomplexes in β-alkylation of secondary alcohols using primary alcohols were investigated. Bifunctional RuIIcomplex (3 a) bearing 6,6’-dihydroxy-2,2’-bipyridine (6DHBP) ligand exhibited the highest catalytic activity for this reaction. Using significantly lower catalyst loading (0.1 mol %) dehydrogenative carbon?carbon bond formation between numerous aromatic, aliphatic and heteroatom substituted alcohols were achieved with high selectivity. Notably, for the synthesis of β-alkylated secondary alcohols this protocol is a rare one-pot strategy using a metal–ligand cooperative RuIIsystem. Remarkably, complex 3 a demonstrated the highest reactivity compared to all the reported transition metal complexes in this reaction.

Antiparasitic activities of novel ruthenium/lapachol complexes

The present study describes the synthesis, characterization, antileishmanial and antiplasmodial activities of novel diimine/(2,2′- bipyridine (bipy), 1,10-phenanthroline (phen), 4,4′-methylbipyridine (Me-bipy) and 4,4′-methoxybipyridine (MeO-bipy)/phosphi

Ruthenium carbonyl compounds containing polypyridine ligands as catalysts in the reaction of N-benzylideneaniline hydrogenation

The synthesis and characterization of ruthenium complexes containing polypyridine ligands: Ru(dppz)(PPh3)2Cl2, Ru(bpy)(PPh3)2Cl2, Ru(phen)(PPh 3)2Cl2, Ru(dppz-Cl)(PPh3) 2Cl2, Ru(phen)(CO)2Cl2, Ru(bpy)(CO)2Cl2 and Ru(dppz)(CO)2Cl2 (where dppz: dipyrido[3,2-a:2′,3′-c]phenazine, dppz-Cl: 10-chlororodypirido[3,2-a:2′,3′-c]phenazine, phen: 1,10-phenanthroline and bipy: 2,2′-bipyridine) are reported. The ruthenium complexes show high activity as catalysts in the hydrogenation reaction of N-benzylideneaniline and the hydrogen transfer reaction. The products of the catalysis were obtained with conversions between 21 and 91% after 2 h of reaction. The Ru(phen)(CO)2Cl2 complex was the catalyst that showed the highest conversion (91%) for the hydrogenation of N-benzylideneaniline. The complexes Ru(dppz)(PPh3)2Cl 2, Ru(bpy)(PPh3)2Cl2 and Ru(dppz)(CO)2Cl2 showed 99% conversion in the hydrogen transfer reaction.

Electrochemical and spectroscopic studies on RuCl2(PPh3)2(N)2 and RuCl2(PPh3)2(N-N) complexes (N = pyridine derivatives and N-N = phenanthroline or bipyridine derivatives). X-ray structure of RuCl2(PPh3)2(phen)

A series of RuCl2(PPh3)2(N)2 and RuCl2(PPh3)2(N-N) complexes were synthesized from RuCl2(PPh3)3, (N)2 = pyridine (py), 4-(N,N-dimethylamino)pyridine (4-dmNpy), 4-tert-butylpyridine (4-tBu-py), 4-methylpyridine (4-Mepy), 4-vinylpyridine (4-Vpy), 4-phenylpyridine (4-Phpy), isonicotinamide (4-CONH2py), 4-cyanopyridine (4-CNpy) N-N = 1,10-phenanthroline (phen), 2,2′-bipyridine (bipy), 2,2′-bipyridine-4,4′-dimethoxy (MeO-bipy), 2,2′-bipyridine-4,4′-dimethyl (Me-bipy), 2,2′-bipyridine-4,4′dithiomethyl (MeS-bipy), 2,2′-bipyridine-4,4′-dichloro (Cl-bipy) and 2,2′-bipyridine-4,4′-dinitro (NO2-bipy). The complexes were characterized by elemental analysis, cyclic voltammetry and UV-Vis, NMR and IR spectroscopies. The structure of the RuCl2(PPh3)2(phen) was established by single crystal X-ray crystallography.

Synthesis, characterization and some catalytic properties of ruthenium complexes Ru(PPh3)2Cl2(L)2 [L = 4-But-py, 4-vinyl-py, 4-CN-py, 4-Me-py, 3-Me-py, L2 = 4,4′-bipy]. Kinetics of cyclohexene hydrogenation catalysed by Ru(PPh3)2Cl2(4-But-py)2

The complexes Ru(PPh3)2Cl2(L)2 (L = 4-But-py, 4-vinyl-py, 4-CN-py, 4-Me-py, 3-Me-py, L2 = 4,4′-bipy) have been prepared by reaction of RuCl2(PPh3)3 with the appropriate ligand under mild conditions and characterized by elemental analysis, IR, NMR (1H and 31P) and UV vis spectra : the RuII derivatives display a RuP2Cl2N2 core with a trans, cis, cis arrangement of the donor atoms. Ru(PPh3)2Cl2(4-But-py)2 is an efficient catalyst precursor for the homogeneous hydrogenation of cyclohexene and benzaldehyde under moderate conditions. A kinetic study of the hydrogenation of cyclohexene led to a rate law r = kcat[Ru][H22], which corresponds to a mechanism involving a fast coordination of cyclohexene to an electronically unsaturated hydride RuHCl(PPh3)2(4-But-py), followed by a rate-limiting oxidative addition of H2 and rapid reductive elimination of the product.