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Therrien, Bruno
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Therrien, Bruno
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bruno.therrien@unine.ch
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- PublicationMétadonnées seulementSynthesis, Molecular Structure, and Anticancer Activity of Cationic Arene Ruthenium Metallarectangles(2009)
; Cationic arene ruthenium-based tetranuclear complexes comprising rectangular structures have been obtained from the dinuclear arene ruthenium complexes [Ru2(arene)2(OO?OO)2Cl2] (arene = p-cymene, hexamethylbenzene; OO?OO = 2,5-dihydroxy-1,4-benzoquinonato, 2,5-dichloro-1,4-benzoquinonato) by reaction with pyrazine or bipyridine linkers (N?N = pyrazine, 4,4'-bipyridine, 1,2-bis(4-pyridyl)ethylene) in methanol in the presence of AgO3SCF3, forming tetranuclear cations of general formula [Ru4(arene)4(N?N)2(OO?OO)2]4+. All complexes were isolated in good yield as triflate salts and were characterized by NMR and IR spectroscopy and studied by cyclic voltammetry. The cytotoxicities of the water-sol. compds. of the 4,4'-bipyridine and 1,2-bis(4-pyridyl)ethylene series have been established using ovarian A2780 cancer cells. The large rectangles incorporating 1,2-bis(4-pyridyl)ethylene linkers are ca. 5 times more cytotoxic (IC50 ? 6 ?M) than the 4,4'-bipyridine-contg. cations (IC50 ? 30 ?M). Structural characterization by x-ray diffraction of two representative compds., i.e., the triflate salts of [Ru4(hexamethylbenzene)4(4,4'-bipyridine)2(2,5-dihydroxy-1,4-benzoquinonato)2]4+and [Ru4(hexamethylbenzene)4(1,2-bis(4-pyridyl)ethylene)2(2,5-dichloro-1,4-benzoquinonato)2]4+, reveals differently sized cavities, different flexibilities, and different packing arrangements, suggesting a correlation between these structural properties and the obsd. cytotoxicities. [on SciFinder(R)] - PublicationMétadonnées seulementThe "complex-in-a-complex" cations [(acac)2M?Ru6-(p-iPrC6H4Me)6(tpt)2(dhbq)3]6+: a trojan horse for cancer cells(2008)
; ; - PublicationMétadonnées seulementEncapsulation of Aromatic Molecules in Hexanuclear Arene Ruthenium Cages: A Strategy to Build Up Organometallic Carceplex Prisms with a Dangling Arm Standing Out(2008)
; Self-assembly of 2,4,6-tris(pyridin-4-yl)-1,3,5-triazine (tpt) subunits with p-cymene (p-PriC6H4Me) or hexamethylbenzene (C6Me6) Ru building blocks and 2,5-dihydroxy-1,4-benzoquinonato (dhbq) or 2,5-dihchloro-3,6-dihydroxy-1,4-benzoquinonato (dchq) bridges affords the triangular prismatic organometallic cations [Ru6(p-PriC6H4Me)6(tpt)2(dhbq)3]6+ ([1]6+), [Ru6(p-PriC6H4Me)6(tpt)2(dchq)3]6+ ([2]6+), [Ru6(C6Me6)6(tpt)2(dhbq)3]6+ ([3]6+), and [Ru6(C6Me6)6(tpt)2(dchq)3]6+ ([4]6+). These hexanuclear cationic cages are isolated in good yield as their triflate salts. The assembly of 1-4 can also be achieved in the presence of large arom. mols. such as pyrene, fluoranthene, benzo[e]pyrene, triphenylene, or coronene to give the corresponding inclusion systems [arom.?1]6+, [arom.?2]6+, [arom.?3]6+, and [arom.?4]6+. The closed proximity of the encapsulated mol. with the different components of the cage and the carceplex nature of these systems are confirmed by 1-dimensional ROESY 1H NMR expts., mass spectrometry, and the single-crystal structure anal. of [pyrene?1][O3SCF3]6 and [benzo[e]pyrene?1][O3SCF3]6. Pyrene can be encapsulated even if it contains a functionalized aliph. substituent; in this case the arom. moiety is included in the cage, while the functionalized side arm stands out. Thus, Me 4-(pyren-1-yl)butanoate (pyrene-R) is encapsulated in 1 to give the carceplex [pyrene-R?1]6+, in which the Me butyrate arm dangles outside the cage while the pyrene moiety is firmly trapped by the metallo-prismatic cation, as demonstrated by 1H NMR expts. and ESI-MS. [on SciFinder(R)] - PublicationMétadonnées seulementRuthenium Porphyrin Compounds for Photodynamic Therapy of Cancer(2008)
; - PublicationMétadonnées seulementEncapsulation of triphenylene derivatives in the hexanuclear arene ruthenium metallo-prismatic cage [Ru6(p-PriC6H4Me)6(tpt)2(dhbq)3]6+ (tpt = 2,4,6-tri(pyridin-4-yl)-1,3,5-triazine, dhbq = 2,5-dihydroxy-1,4-benzoquinonato)(2008)
; A large cationic triangular metallo-prism, [Ru6(p-PriC6H4Me)6(tpt)2(dhbq)3]6+ (1)6+, incorporating p-cymene ruthenium building blocks, bridged by 2,5-dihydroxy-1,4-benzoquinonato (dhbq) ligands, and connected by two 2,4,6-tri(pyridin-4-yl)-1,3,5-triazine (tpt) subunits, allows the permanent encapsulation of the triphenylene derivs. hexahydroxytriphenylene, C18H6(OH)6 and hexamethoxytriphenylene, C18H6(OMe)6. These two cationic carceplex systems [C18H6(OH)6?1]6+ and [C18H6(OMe)6?1]6+ were isolated as their triflate salts. The mol. structure of these systems was established by 1-dimensional 1H ROESY NMR expts. as well as by the single-crystal structure anal. of [C18H6(OMe)6?1][O3SCF3]6. [on SciFinder(R)] - PublicationMétadonnées seulementMono and dinuclear arene ruthenium complexes containing 6,7-dimethyl-2,3-di(pyridine-2-yl)quinoxaline as chelating ligand: Synthesis and molecular structure(2007)
; ; - PublicationMétadonnées seulementMono and dinuclear rhodium, iridium and ruthenium complexes containing chelating 2,2'-bipyrimidine ligands: Synthesis, molecular structure, electrochemistry and catalytic properties(2007)
; ; - PublicationMétadonnées seulementMono and dinuclear iridium, rhodium and ruthenium complexes containing chelating carboxylato pyrazine ligands: Synthesis, molecular structure and electrochemistry(2007)
; ; - PublicationMétadonnées seulement?-Oxalato-?2O1,O2:?2O1',O2'-bis[(?5-pentamethylcyclopentadienyl)(trifluoromethanesulfonato-?O)rhodium(III)](2007)
; In the title dinuclear rhodium complex, [(?-C2O4){(?5-C5Me5)Rh(O3SCF3)}2] or [Rh(CF3O3S)2(C10H15)2(C2O4)], the terminal trifluoromethanesulfonate ligands adopt a trans configuration with respect to each other and the Rh···Rh distances range from 5.5157(8) to 5.5389(6) Å. There are two and a half mols. within the asym. unit, one of the mols. lying on an inversion center. Interestingly, in one mol., the S-O bond of a coordinated O atom is shorter than the two S-O bonds of the non-coordinated O atoms, and the corresponding Rh-O distance is significantly longer than the other M-O distances. [on SciFinder(R)] - PublicationMétadonnées seulementSelf-assembled chloro-bridged metallo-prismatic cations of the general formula [M6(?5-C5Me5)6(?3-tpt)2(?-Cl)6]6+ (M = Rh, Ir; tpt = 2,4,6-tri(pyridin-4-yl)-1,3,5-triazine)(2007)
; Two cationic pentamethylcyclopentadienyl metal-based hexanuclear complexes with trigonal prismatic architecture were synthesized through a two-step strategy. Dinuclear [M(?5- C5Me5)(?-Cl)Cl]2 (M = Rh and Ir) react with 2,4,6-tri(pyridin-4-yl)-1,3,5-triazine (tpt) in CH2Cl2 to give trinuclear [Rh3(?5-C5Me5)3(?3-tpt)Cl6] (1) and [Ir3(?5-C5Me5)3(?3-tpt)Cl6] (2), resp. Addn. of Ag triflate to 1 and 2 in CH2Cl2 connects two identical triangular panels to form the hexanuclear metallo-prismatic cations [Rh6(?5-C5Me5)6(?3-tpt)2(?-Cl)6]6+ (3) and [Ir6(?5-C5Me5)6(?3-tpt)2(?-Cl)6]6+ (4), resp. Cations 3 and 4 were isolated as their triflate salts and characterized by 1H NMR, IR and UV/visible spectroscopy. [on SciFinder(R)]