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  • Publication
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    Highly cytotoxic diruthenium trithiolato complexes of the type [(?6-p-MeC6H4Pri)2Ru2(?2-SR)3]+: synthesis, characterization, molecular structure and in vitro anticancer activity
    (2013)
    Giannini, Federico
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    Paul, Lydia E. H.
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    Furrer, Julien
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    Cationic dinuclear p-cymene Ru complexes bridged by three thiophenolato ligands contg. various substituents mainly in meta and ortho positions, [(?6-p-MeC6H4Pri)2Ru2(?2-SR)3]+ (R = 3-C6H4Me: 1; R = 3-C6H4OMe: 2; R = 3-C6H4OEt: 3; R = 3-C6H4CF3: 4; R = 3-C6H4NH2: 5; R = 3-C6H4Cl: 6; R = 2-C6H4Me: 7; R = 2-C6H4OMe: 8; R = 2-C6H4Pri: 9; R = 2-C6H4CF3: 10; R = npt: 11 (npt = 2-naphthyl); R = mco: 12 (mco = 4-methylcoumarinyl); R = 3,5-C6H3Me2: 13; R = 3,5-C6H3(CF3)2: 14; R = 3,5-C6H3Cl2: 15; R = 3,4-C6H3(OMe)2: 16), were prepd. from the reaction of the neutral p-cymene diruthenium dichloride dimer, [(?6-p-MeC6H4Pri)2Ru2Cl4], with the corresponding thiophenol RSH. All cationic complexes were isolated as their chloride salts and fully characterized by spectroscopic and anal. methods. The mol. structures of 10 and 15 were solved by a single-crystal x-ray structure anal. of [10]Cl and [15]Cl, which show that the two Ru atoms adopt a pseudo-octahedral geometry without a metal-metal bond in accordance with the noble gas rule. All complexes are highly cytotoxic towards human ovarian cancer cells, the IC50 values being mostly in the nanomolar range. Complex 9 shows the highest cytotoxicity with an IC50 value of 0.03 ?M towards the A2780 cell line and the cisplatin-resistant mutant A2780cisR. The cytotoxicity of these complexes, which belong to the most active Ru anticancer compds. reported so far, can be correlated with the lipophilicity of the corresponding thiols. In comparison with the previous series, the positions of the substituents in the thiophenolato bridges are not as important as the nature of the substituents, alkyl substituents being the best ones in line with their lipophilic character. [on SciFinder(R)]
  • Publication
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    New mono and dinuclear arene ruthenium chloro complexes containing ester substituents
    The dinuclear arene ruthenium complexes [RuCl2{C6H5(CH2)3OCO-p-C6H4-OC8H17}]2 (1) and [RuCl2{p-C6H4(CH2COOCH2CH3)2}]2 (2) have been obtained by dehydrogenation of the corresponding cyclohexadiene deriv. with ruthenium chloride hydrate. The single-crystal x-ray structure anal. of 2 shows the arene ligands to be involved in slipped-parallel ?-? stacking interactions with neighboring mols., thus forming infinite chains along the b-axis. The dinuclear complexes 1 and 2 react with two equiv. of triphenylphosphine (PPh3) to give in excellent yield the corresponding mononuclear phosphine complexes [RuCl2{C6H5(CH2)3OCO-p-C6H4-OC8H17}(PPh3)] (3) and [RuCl2{p-C6H4(CH2COOCH2CH3)2}(PPh3)] (4), resp. The single-crystal x-ray structure anal. of 4 reveals the formation of a dimer through two C-H···Cl interactions in the solid state. [on SciFinder(R)]
  • Publication
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    Hydroperoxidation of methane and other alkanes with H2O2 catalyzed by a dinuclear iron complex and an amino acid
    (2002)
    Nizova, Galina V
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    Krebs, Bernt
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    Schindler, Siegfried
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    Westerheide, Lars
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    Gonzalez-Cuervo, Laura
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    Shul'pin, Georgiy B
    The compound [Fe-2(HPTB)([mu-OH)(NO3)(2)](NO3)(2).CH3OH.2H(2)O (1) containing a dinuclear iron(III) complex in which HPTB=N,N,N',N'-tetrakis(2-benzimidazolylmethyl)-2-hydroxo-1,3-diaminopro pane catalyzes the oxidation of alkanes with hydrogen peroxide in acetonitrile solution at room temperature only if certain amino acids (pyrazine-2-carboxylic, pyrazine-2,3-dicarboxylic or picolinic acid) are added to the reaction mixture. Alkyl hydroperoxides are formed as main reaction products. The turnover numbers attain 140 for cyclohexane, 21 for ethane and four for methane oxidation. The oxidation proceeds non-stereoselectively and bond selectivity parameters are low which testifies the participation of hydroxyl radicals in alkane functionalization. (C) 2002 Elsevier Science Ltd. All rights reserved.
  • Publication
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    Hydroformylation of ethylene in supercritical carbon dioxide using Ru-3 (CO)(12) as a catalyst precursor
    (2002)
    Erkey, Can
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    Diz, Enrique Lozano
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    Dong, Xing
    The homogeneous catalytic hydroformylation of ethylene in supercritical carbon dioxide was studied using the trinuclear carbonyl cluster Ru-3(CO)(12) as a catalyst precursor. Ru-3(CO)(12) was found to be sufficiently soluble in supercritical CO2. The hydroformylation experiments were carried out in the temperature range between 60 and 125 degreesC and in the pressure range from 224 to 408 atm. The catalyst was inactive below 70 degreesC, but above this value the activity increased with temperature. After an induction period of several hours the reaction rate increased exponentially. The effect of the density of scCO(2) on the reaction rate was also investigated. (C) 2002 Published by Elsevier Science B.V.
  • Publication
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    Di-?-chloro-bis[(?6-benzene)chlororuthenium(II)] chloroform disolvate
    (2005)
    Canivet, Jerome
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    ;
    Crystals of the centrosym. dinuclear title complex are triclinic, space group P?1, with a 7.9951(10), b 8.1835(11), c 9.6545(13) Å, ? 69.312(15), ? 69.676(15), ? 86.164(16)°; Z = 1, dc = 2.219; R = 0.023, Rw(F2) = 0.079 for 2014 reflections. The benzene ligands are involved in slipped-parallel ?-? stacking interactions with neighboring mols., thus forming 1-dimensional polymeric chains. [on SciFinder(R)]
  • Publication
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    cis-{trans-1,2-Bis[2-(diphenylphosphino)benzamido]cyclohexane-?2P,P'}dichloroplatinum(II) chloroform trisolvate
    (2004)
    Burger, Sylvain
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    Crystals of the title compd. are monoclinic, space group P21/n, with a 19.3200(9), b 11.1284(4), c 25.6676(12) Å, ? 108.638(4)°; Z = 4, dc = 1.670; R = 0.036, Rw(F2) = 0.092 for 9068 reflections. The two P atoms in the square-planar complex adopt a cis configuration, forming a 13-membered metallacycle. The H atoms of the amide functions are oriented towards the Cl atoms, whereas the carbonyl groups interact with the solvent CHCl3 mols. by H bonds. [on SciFinder(R)]
  • Publication
    Métadonnées seulement
    Synthesis, characterisation and in vitro anticancer activity of hexanuclear thiolato-bridged arene ruthenium metalla-prisms
    (2013)
    Furrer, Mona A.
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    Denoyelle-Di-Muro, Emmanuel
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    Trouillas, Patrick
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    Giannini, Federico
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    Furrer, Julien
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    Clavel, Catherine M.
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    Dyson, Paul J.
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    Hexanuclear hexacationic thiolato-bridged arene ruthenium metalla-prisms of the general formula [[(?6-p-cymene)Ru]6(?-SR)6(?3-tpt)2][OTf]6 (R = CH2Ph, CH2C6H4-p-tBu, CH2CH2Ph; tpt = 2,4,6-tri-4-pyridyl-1,3,5-triazine), obtained from the self-assembly of dinuclear precursors [(p-cymene)2Ru2(?-SR)2Cl2] with tpt and AgCF3SO3, have been isolated and fully characterized as triflate salts. The metalla-prisms are highly cytotoxic against human ovarian cancer cells, esp. towards the cisplatin-resistant cell line A2780cisR (IC50
  • Publication
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    Ru2(CO)4(OOCR)2L2 sawhorse-type complexes containing axial 5-(4-pyridyl)-10,15,20-triphenylporphyrin ligands
    (2011)
    Gras, Michael
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    Barry, Nicolas P. E.
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    The thermal reaction of Ru3(CO)12 with various carboxylic acids (benzoic, 4-hydroxyphenylacetic, ferrocenic, stearic, oleic, 4-(octadecyloxy)benzoic) in refluxing THF, followed by addn. of 5-(4-pyridyl)-10,15,20-triphenylporphyrin (L), gives the dinuclear complexes Ru2(CO)4(OOCR)2L2 (1: R = -C6H5, 2: R = -CH2-p-C6H4OH, 3: R = -C5H4FeC5H5, 4: R = -(CH2)16CH3, 5: R = -(CH2)7CH=CH(CH2)7CH3, 6: R = -p-C6H4O(CH2)17CH3). Complexes 1-6 were characterized by IR, NMR, and ESI-MS as well as by elemental anal. The UV-visible spectra show the Soret band centered at 417 nm and the Q bands at 515, 550, 590 and 645 nm, resp. [on SciFinder(R)]
  • Publication
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    Dinuclear Manganese Complexes Containing Chiral 1,4,7-Triazacyclononane-Derived Ligands and Their Catalytic Potential for the Oxidation of Olefins, Alkanes, and Alcohols
    (2007)
    Romakh, Vladimir B.
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    ; ;
    Shul'pin, Georgiy B.
    Five new 1,4,7-triazacyclononane-derived compds., sodium 3-(4,7-dimethyl-1,4,7-triazacyclononan-1-yl)propionate (Na[LMe2R']) as well as enantiopure (S)-1-(2-methylbutyl)-4,7-dimethyl-1,4,7-triazacyclononane (S-LMe2R''), (S,S)-trans-2,5,8-trimethyl-2,5,8-triazabicyclo[7.4.01,9]tridecane ((S,S)-LBMe3), (S)-1-(2-hydroxypropyl)-4,7-dimethyl-1,4,7-triazacyclononane (S-LMe2R), and (R)-1-(2-hydroxypropyl)-4,7-dimethyl-1,4,7-triazacyclononane (R-LMe2R), were synthesized. Reaction of MnCl2 with the chiral macrocycles S-LMe2R and R-LMe2R in aq. EtOH gives, upon oxidn. with H2O2, the brown dinuclear Mn(III)-Mn(IV) complexes which are enantiomers, [Mn2(S-LMe2R)2(?-O)2]3+ (S,S-1) and [Mn2(R-LMe2R)2(?-O)2]3+ (R,R-1). The single-crystal x-ray structure analyses of [S,S-1][PF6]3·0.5Me2CO and [R,R-1][PF6]3·0.5Me2CO show both enantiomers to contain Mn(III) and Mn(IV) centers, each of which being coordinated to three N atoms of a triazacyclononane ligand and each of which being bridged by two oxo and by two chiral hydroxypropyl pendent arms of the macrocycle. The enantiomeric complexes S,S-1 and R,R-1 catalyze the oxidn. of olefins, alkanes, and alcs. with H2O2. In the epoxidn. of indene the enantiomeric excess values attain 13%. The bond selectivities of the oxidn. of linear and branched alkanes suggest the crucial step in this process to be the attack of a sterically hindered high-valent Mn-oxo species on the C-H bond. [on SciFinder(R)]
  • Publication
    Métadonnées seulement
    Cluster and polynuclear compounds. Tetrakis-{(?6-1-isopropyl-4-methylbenzene)ruthenium(II)tetraoxomolybdate(VI)}
    (2004) ;
    Plasseraud, Laurent
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    Laurencin, Danielle
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    Proust, Anna
    The synthesis of (?6-p-MeC6H4Pr-i)4Ru4Mo4O16, a neutral organoruthenium oxomolybdenum cluster that exists as two structural isomers in soln., one of which can be crystd. from dichloromethane/toluene, is described. In the cryst. state, the mol. contains an unprecedented Ru4Mo4O12 framework, which can be described as a central Mo4O4 cube with four folded ORuO flaps resembling the sails of a windmill. In soln., the windmill structure was found to isomerize to a triple-cubane structure; the equil. was dependent on the nature of the solvent. In chloroform, both isomers are present in a nearly 1:1 ratio, while in dichloromethane the triple-cubane isomer is predominant. [on SciFinder(R)]