15529-49-4Relevant articles and documents
Vriends, Rob. C. J.,Koten, Gerard van,Vrieze, Kees
, p. L29 - L31 (1978)
Thiosemicarbazonates of ruthenium(II): Crystal structures of [Bis(triphenylphosphine)][bis(N-phenyl-pyridine-2-carbaldehyde thiosemicarbazonato)]ruthenium(II) and [Bis(diphenylphosphino)butane] [bis(salicylaldehyde thiosemicarbazonato)]ruthenium(II)
Lobana, Tarlok S.,Bawa, Gagandeep,Butcher, Ray J.,Liu, Chen W.
, p. 355 - 360 (2009)
Reaction of RuCl2(PPh3)3 with N-Phenyl-pyridine-2-carbaldehyde thiosemicarbazone (C5H 4N-C2(H)=N3-N2H-C 1(=S)-N1HC6H5, Hpyt
Synthesis and spectroelectrochemical studies of mixed heteroleptic chelate complexes of ruthenium(II) with 1,8-bis(2-pyridyl)-3,6-dithiaoctane (pdto) and substituted 1,10-phenanthrolines
Ortiz-Frade, Luis A.,Ruiz-Ramirez, Lena,Gonzalez, Ignacio,Marin-Becerra, Armando,Alcarazo, Manuel,Alvarado-Rodriguez, Jose G.,Moreno-Esparza, Rafael
, p. 1825 - 1834 (2003)
Reaction of dichlorotris(triphenylphosphine) ruthenium(II) [RuCl2(PPh3)3] with 1,8-bis(2-pyridyl)-3,6-dithiaoctane (pdto), a (N2S2) tetradentate donor, yields a new compound [Ru(pdto)(PPh3)Cl]Cl (1), which has been fully characterized. 1H and 31P NMR studies of 1 in acetonitrile at several temperatures show the substitution of both coordinated chloride and triphenylphosphine with two molecules of acetonitrile, as confirmed by the isolation of the complex [Ru(pdto)(CH3CN)2]Cl2 (2). Cyclic voltammetric and spectroelectrochemical techniques allowed us to determine the electrochemical behavior of compound 1. The substitution of the chloride and triphenylphosphine by acetonitrile molecules in the Ru(II) coordination sphere of compound 1 was also established by electrochemical studies. The easy substitution of this complex led us to use it as starting material to synthesize the substituted phenanthroline coordination compounds with (pdto) and ruthenium(II), [Ru(pdto)(4,7-diphenyl-1,10-phenanthroline)]Cl2· 4H2O (3), [Ru(pdto)(1,10-phenanthroline)]Cl2·5H2O (4), [Ru(pdto)(5,6-dimethyl-1,10-phenanthroline)]Cl2· ·5H2O (5), [Ru(pdto)- (4,7-dimethyl-1,10-phenanthroline)]Cl2·3H2O (6), and [Ru(pdto)(3,4,7,8-tetramethyl-1,10-phenanthroline)]Cl2 ·4H2O (7). These compounds were fully characterized, and the crystal structure of 4 was obtained. Cyclic voltammetric and spectroelectrochemical techniques allowed us to determine their electrochemical behavior. The electrochemical oxidation processes in these compounds are related to the oxidation of ionic chlorides, and to the reversible transformation from RU(II) to Ru(III). On the other hand, a single reduction process is associated to the reduction of the substituted phenanthroline in the coordination compound. The E1/2 (phen/phen-) and E1/2 (RuII/RuIII) for the compounds (3-7) were evaluated, and, as expected, the modification of the substituted 1,10-phenanthrolines in the complexes also modifies the redox potentials. Correlations of both electrochemical potentials with pKa of the free 1,10-phenathrolines, λmax MLCT transition band, and chemical shifts of phenanthrolines in these complexes were found, possibly as a consequence of the change in the electron density of the Ru(II) and the coordinated phenanthroline.
Thiosemicarbazonates of ruthenium(II): Crystal structures of [bis(diphenylphosphino)butane][bis(pyridine-2-carbaldehydethiosemicarbazonato)] ruthenium(II) and [bis(triphenylphosphine)][bis(benzaldehydethiosemicarbazonato)] ruthenium(II)
Lobana, Tarlok S.,Bawa, Gagandeep,Butcher, Ray J.,Liaw, Ben-Jie,Liu, Chen W.
, p. 2897 - 2903 (2006)
The reaction of Ru2Cl4(dppb)3 {dppb = Ph2P-(CH2)4-PPh2} with pyridine-2-carbaldehyde thiosemicarbazone {C5H4N{single bond}C(H){double bond, long}N3{single bond}N2H{single bond}C({double bond, long}S)NH2, Hpytsc}, and that of RuCl2(PPh3)3 with benzaldehyde thiosemicarbazone {C6H5{single bond}C(H){double bond, long}N3{single bond}N2H{single bond}C({double bond, long}S){single bond}NH2, Hbtsc}, in the presence of Et3N base led to loss of the -N2H- proton in each case, and yielded [Ru(pytsc)2(dppb)] (1) and [Ru(btsc)2(Ph3P)2] (2), respectively. The complexes are characterized with the help of analytical data, IR, NMR (1H, 13C, 31P) and single crystal X-ray study. In both compounds 1 and 2, the thiosemicarbazone ligands coordinate to Ru(II) via the hydrazinic nitrogen (N2) and sulfur atoms forming four membered rings, and the pyridyl group is pendant in 1. The geometry is distorted octahedral with cis:cis:trans P, P:N, N:S, S dispositions of donor atoms. Proton NMR confirmed loss of the -N2H- proton in both compounds, and the 31P NMR spectra reveal the presence of equivalent phosphorus atoms in both the compounds. Compound 1 represents the first example of a Ru(II)-thiosemicarbazone complex with a chelating diphosphine and it reveals the stability of a seven membered P,P-chelate ring in the presence of a potentially tridentate pytsc- ligand.
Pyridine-pyridine-imidazoline-containing asymmetric NNN' pincerlike ruthenium compound and preparation method thereof
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Paragraph 0017, (2019/07/16)
The invention discloses a pyridine-pyridine-imidazoline-containing asymmetric NNN' pincerlike ruthenium compound and a preparation method thereof. A general formula of the pyridine-pyridine-imidazoline-containing asymmetric NNN' pincerlike ruthenium compound is shown in the description, wherein R1 is C1-C15 alkyl and aryl, and R2 is aryl. A synthesis method of the pincerlike ruthenium compound comprises the following steps: 2,2-bipyridyl is oxidized by hydrogen peroxide, nitrileated, and hydrolyzed to obtain 2,2-bipyridyl-6-carboxylic acid, the 2,2-bipyridyl-6-carboxylic acid is chlorinated, aminated, re-chlorinated and cyclized to obtain a ligand, and the ligand and RuCl2(PPh3)3 are refluxed in toluene to obtain the pyridine-pyridine-imidazoline-containing asymmetric NNN' pincerlike ruthenium compound. The invention provides a simple and convenient method for synthesizing the asymmetric pincerlike ruthenium compound by using inexpensive and readily available 2,2-bipyridyl as a starting material.
Heteroleptic tris-chelate ruthenium(II) complexes of N,N-disubstituted-N′-acylthioureas: Synthesis, structural studies, cytotoxic activity and confocal microscopy studies
Barolli, Jo?o P.,Maia, Pedro I.S.,Colina-Vegas, Legna,Moreira, Jane,Plutin, Ana M.,Mocelo, Raúl,Deflon, Victor M.,Cominetti, Marcia R.,Camargo-Mathias, Maria I.,Batista, Alzir A.
, p. 33 - 41 (2017/02/13)
Ruthenium complexes have been assessed as anti-tumor agents against cancer cells. In this project, new heteroleptic ruthenium(II) complexes with general formulae [Ru(L)(bipy)(dppb)](PF6) (where L?=?N,N-disubstituted-N′-acylthiourea, bipy?=?2,2′-bipyridine and dppb?=?1,4-bis(diphenylphosphino)butane) were synthesized and characterized by elemental analysis, IR and NMR (1H and31P{1H}) spectroscopies, molar conductivity measurements and single crystal X-ray diffractometry. The IR and NMR data suggest the coordination of the ligands to the Ru(II) metal center through the thiocarbonyl and carbonyl groups. The structures of the new complexes were further studied by X-ray crystallography, which confirmed the coordination of the ligands with the metal through the sulfur and oxygen atoms, leading to the formation of distorted octahedral complexes. The N,N-disubstituted-N′-acylthioureas and their complexes were screened with respect to their in vitro cytotoxicity. All compounds exhibited considerable antiproliferative activity against MCF-7 (human breast tumor cells ATCC HTB-26), DU-145 (human prostate tumor cells ATCC HTB-26), and relatively low toxicity against fibroblast L929 cells (health cell line from mouse ATCC CCL-1). A preliminary study regarding the mechanism of action of these compounds by confocal microscopy shows alterations of the actin filaments leading to modifications in cytoskeletal supporting the cell death and that the cell nucleus is not main target of these complexes.
