Properties and one-step synthesis of (2-acetylpyridine)tetraammineruthenium(II), [RuII(2-acpy)(NH3)4]2+ and tetraammine(2-benzoylpyridine)ruthenium(II), [RuII(NH3)4(2-bzpy)]2+

Paula, Adélia S.A.T. de; Mann, Brian E.; Tfouni, Elia

doi:10.1016/s0277-5387(99)00076-5

Cited by 10 publications

(6 citation statements)

References 26 publications

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“…Besides the metal centered processes, the ruthenium complexes display one ligand-centered quasi-reversible reduction process between −0.97 V and −1.15 V. This redox process, in agreement with previous studies [30], is in accordance with an easier reduction of the ligands after coordination to the ruthenium moiety. Since there is a little variation on the potentials of these responses across the series, the pyridyl ring should be the responsible in each case.…”

Section: Electrochemical Studiessupporting

confidence: 91%

Synthesis of organometallic ruthenium(II) complexes with strong activity against several human cancer cell lines

Morais

Silva

Marques³

et al. 2012

Journal of Inorganic Biochemistry

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A new family of "RuCp" (Cp=η(5)-C(5)H(5)) derivatives with bidentate N,O and N,N'-heteroaromatic ligands revealed outstanding cytotoxic properties against several human cell lines namely, A2780, A2780CisR, HT29, MCF7, MDAMB231, and PC3. IC(50) values were much lower than those found for cisplatin. Crystal structure of compound 4 was determined by X-ray diffraction studies. Density functional theory (DFT) calculations performed for compound 1 showed electronic flow from the ruthenium center to the coordinated bidentate ligand, in agreement with the electrochemical studies and the existence of a metal-to-ligand charge-transfer (MLCT) band evidenced by spectroscopic data.

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Section: Electrochemical Studiessupporting

confidence: 91%

Synthesis of organometallic ruthenium(II) complexes with strong activity against several human cancer cell lines

Morais

Silva

Marques³

et al. 2012

Journal of Inorganic Biochemistry

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“…Interestingly, the electrochemical behavior of compound 6 mirrors that described for [PhC(O)(2-py)Ru(NH 3 ) 4 ](BF 4 ) 2 24 ( B ) in that the cyclic voltammogram shows an anodic peak attributed to the Ru(II)/(III) couple which appeared to be irreversible as the cathode peak was either absent or difficult to observe in many solvents including CH 3 CN. In the known example B , the apparently irreversible nature of the metal-centered oxidation peak was suggested to arise as a result of the high chemical and electrochemical reactivity of the pyridinecarbonyl moiety. , The nature of the ligand reduction peaks centered near −0.3 to −0.6 V are in accord with values found for related benzoylpyridine compounds 8 Cyclic voltammogram obtained for 9 . …”

Section: Solution Studiessupporting

confidence: 53%

“…Aside from two high-energy ligand-based absorption maxima that show a small bathochromic shift when compared to the spectral data of the free arylpyridylmethanone ligands, each of the compounds has two long-wavelength absorption maxima centered near 434 and 564 nm that are assigned to Ru(dπ)−π*(py) and Ru(dπ)−π*[ArC(O)(py)] MLCT transitions, respectively. This assignment is based on the weak intensity of the absorptions and by a comparison with the data reported for [Ru(bpy) 3 ](PF 6 ) 2 (450 nm) 25 and for [PhC(O)(2-py)Ru(NH 3 ) 4 ](BF 4 ) 2 (385, 649 nm) in CH 3 CN . Emission measurements of acetonitrile solutions of 6 − 10 from the visible to the near-IR (800−1800 nm) regions indicated that the compounds were nonluminescent under excitation with either 434 or 560 nm light.…”

Section: Solution Studiesmentioning

confidence: 68%

“…This assignment is based on the weak intensity of the absorptions and by a comparison with the data reported for [Ru(bpy) 3 ](PF 6 ) 2 (450 nm) 25 and for [PhC-(O)(2-py)Ru(NH 3 ) 4 ](BF 4 ) 2 (385, 649 nm) in CH 3 CN. 24 Emission measurements of acetonitrile solutions of 6-10 from the visible to the near-IR (800-1800 nm) regions indicated that the compounds were nonluminescent under excitation with either 434 or 560 nm light.…”

Section: Solution Studiesmentioning

confidence: 99%

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Supramolecular Assembly and Solution Properties of Bis(bipyridyl)ruthenium(II) Coordination Complexes of Aryl(2-pyridyl)methanones

et al. 2002

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A series of mono- and bis(2-pyridyl)-arylmethanone ligands were prepared by utilizing the reaction between either bromobenzonitrile or dicyanobenzene and 2-lithiopyridine in either a 1:1 or a 2:1 mol ratio, respectively. They react with [Ru(bpy)2(EtOH)2][PF6]2 to yield the new complexes [N,O-PhC(O)(2-py)Ru(bpy)2][PF6]2 (6), [p-N,O-BrC6H4C-(O)(2-py)Ru(bpy)2][PF6]2 (7), [m-N,O-BrC6H4C(O)(2-py)Ru(bpy)2][PF6]2 (8), [p-[N,O-C(O)(2-py)2Ru(bpy)2]2(C6H4)]-[PF6]4 (9), and [m-[N,O-C(O)(2-py)2Ru(bpy)2]2(C6H4)][PF6]4 (10). The solid state structures of 6 and 7 show that the octahedral cations are arranged in sinusoidal chains by pi-pi stacking and CH-pi interactions between bipyridyl groups. Substitution of bromine for hydrogen at the para position of the aryl group in 7 causes the aryl group to become involved in pi-pi stacking interactions that organize the chains into a sheet structure. The complicated 1H and 13C NMR spectra of the complexes have been fully assigned using 2D methods. The optical spectra show two absorption maxima near 434 and 564 nm due to MLCT transitions. The compounds were found to be nonluminescent. Electrochemical data acquired for CH3CN solutions of the bimetallic derivatives indicate that there is no electronic communication between metal centers mediated either through space or through ligand orbitals. Crystallographic information: 6.0.5CH3CN is monoclinic, C2/c, a = 24.3474(11) A, b = 13.7721(6) A, c = 21.3184(10) A, beta = 103.9920(10) degrees, Z = 8; 7 is monoclinic, P2(1)/c, a = 10.6639(11) A, b = 23.690(3) A, c = 13.7634(14) A, beta = 91.440(2) degrees, Z = 4.

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“…where N-O = 2-bzpy or 2-acpy, have been isolated and characterized spectroscopically (10). Structurally characterized complexes of other platinum metals containing 2-pyridylketones have been reported, for example, [Pd(η 1 ,η 2 -C 8 H 12 OMe)(2-bzpy)]BF 4 (11), and several cationic chlororhodium(III) complexes containing 2-bzpy (4).…”

Section: Introductionmentioning

confidence: 99%

Dichloro(diphosphine)(2-pyridyl-ketone)ruthenium(II) complexes

Queiroz¹,

Batista²,

Araujo³

et al. 2003

Can. J. Chem.

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Described are the synthesis and characterization of Ru(II) complexes of the type RuCl 2 L 2 (N-O), where L 2 is either 1,4-bis(diphenylphosphino)butane (dppb) or (PPh 3 ) 2 , and N-O represents chelated 2-benzoylpyridine (2-bzpy) or 2-acetylpyridine (2-acpy); the Ru presursors used were [RuCl 2 (dppb)] 2 (µ-dppb) or RuCl 2 (PPh 3 ) 3 . The crystal structure of cis-RuCl 2 (dppb)(2-bzpy) is presented, and three other RuCl 2 L 2 (N-O) complexes with cis-chlorines are isolated and characterized spectroscopically; of the trans-dichloro species, RuCl 2 (PPh 3 ) 2 (N-O) complexes are isolated, while the corresponding dppb species are characterized in situ. In all cases, thermodynamically stable cis-complexes are formed from initially formed trans-species.Résumé : On décrit la synthèse et la caractérisation de complexes du Ru(II) du type RuCl 2 L 2 (N-O) dans lesquels L 2 = 1,4-bis(diphénylphosphino)butane (dppb) ou (PPh 3 ) 2 et N-O = 2-benzoylpyridine (2-bzpy) ou 2-acétylpyridine (2-acpy) chélatées; les complexes de Ru utilisés sont le [RuCl 2 (dppb)] 2 (µ-dppb) ou RuCl 2 (PPh 3 ) 3 . On a déterminé la structure cristalline du cis-RuCl 2 (dppb)(2-bzpy) et on a isolé trois autres complexes du RuCl 2 L 2 (N-O) portant des atomes de chlore en cis et on les a caractérisés de façon spectroscopique; des espèces trans-dichlorées, les complexes RuCl 2 (PPh 3 ) 2 (N-O) ont été isolés alors que les espèces correspondantes du dppb ont été caractérisées in situ. Dans tous les cas, les complexes cis thermodynamiquement stables se forment à partir des espèces trans obtenues initialement.

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Properties and one-step synthesis of (2-acetylpyridine)tetraammineruthenium(II), [RuII(2-acpy)(NH3)4]2+ and tetraammine(2-benzoylpyridine)ruthenium(II), [RuII(NH3)4(2-bzpy)]2+

Cited by 10 publications

References 26 publications

Synthesis of organometallic ruthenium(II) complexes with strong activity against several human cancer cell lines

Synthesis of organometallic ruthenium(II) complexes with strong activity against several human cancer cell lines

Supramolecular Assembly and Solution Properties of Bis(bipyridyl)ruthenium(II) Coordination Complexes of Aryl(2-pyridyl)methanones

Dichloro(diphosphine)(2-pyridyl-ketone)ruthenium(II) complexes

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