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    Dinuclear Rhodium(I)-N-Heterocyclic Carbene Complexes as Alkyne Hydropyridonation Catalysts
    (Wiley-V C H Verlag Gmbh, 2026) Espanol-Sanchez, Belinda; Karatas, Mert Olgun; Di Giuseppe, Andrea; Togaev, Ulugbek; Passarelli, Vincenzo; Oro, Luis A.; Perez-Torrente, Jesus J.
    A series of new RhI-N-Heterocyclic carbene dinuclear complexes of type [Rh(mu -Cl)(eta 2-coe)(NHC)]2, containing IPrBIAN, IPrCl, and IPr* ligands, has been prepared. The crystal structure of the IPrCl functionalized rhodium-dinuclear complex reveals an intermolecular ClCl halogen bond. The chlorido-bridges can be cleaved by pyridine to afford the corresponding mononuclear derivatives RhCl(eta 2-coe)(NHC)(py). These complexes are efficient alkyne hydropyridonation catalysts, with the IMes complex exhibiting the highest reactivity within the series.
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    Pentacoordinated Rhodium(I) Complexes Supported by Coumarin-Functionalized N-Heterocyclic Carbene Ligands
    (Amer Chemical Soc, 2018) Karatas, Mert Olgun; Di Giuseppe, Andrea; Passarelli, Vincenzo; Alici, Bulent; Perez-Torrente, Jesus J.; Oro, Luis A.; Ozdemir, Ismail
    New coumarin-tethered benzimidazolium (BzICou(R)HCl) and imidazolium (ICou(R)HCl) salts have been prepared as precursors for coumarin-NHC rhodium(I) complexes RhCl(NHC)(cod). Trigonal bypiramidal pentacoordinated bis-coumarin-NHC rhodium(I) species, RhCl(NHC)(2), can be obtained by heating rhodium-cod derivatives in the presence of coumarin-azolium salts and a base. These unusual species are stabilized by coordination of the unsaturated bond of both coumarin moieties by the same enantioface. The allyl substituent on doubly functionalized NHC competes for coordination with coumarin wingtips. DFT calculations upon coordination of the olefin moieties support the experimental results.
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    Rhodium(i) complexes with proton-responsive anionic tethered N-heterocyclic carbene ligands: synthesis and application in alkyne dimerization
    (Royal Soc Chemistry, 2025) Karatas, Mert Olgun; Hinojosa, Diego R.; Passarelli, Vincenzo; Oro, Luis A.; Perez-Torrente, Jesus J.; Castarlenas, Ricardo
    A series of rhodium(i) complexes of formula Rh{kappa 2C,X-(IDippR)}(cod) and Rh{kappa 2C,X-(IDippR)}(CO)2 {IDippR = 1-(R)-3-(2,6-diisopropylphenyl)-imidazolin-2-carbene; X = N, O; R = (6-yl-2-pyridone), (CH2CH2NC( 00000000 00000000 00000000 00000000 11111111 00000000 11111111 00000000 00000000 00000000 O)Ph), (CH2CH2COO); (cod = 1,5-cyclooctadiene)} containing anionic-tethered NHC-functionalized ligands, including pyridonato, amidato or carboxylato groups at the N-wingtip, has been prepared and their application to alkyne homocoupling has been investigated. The chelate coordination of the NHC-functionalized ligand generates 5, 6 and 7-membered metallacycles for pyridonato, amidato and carboxylato substituents, respectively. Preparation of the mixed bis-NHC derivative Rh{kappa 2C,O-(IDippCarbx)}(CO)(IPr) {IPr = 1,3-bis-(2,6-diisopropylphenyl)-imidazolin-2-carbene} is possible due to lability of one of the CO ligands in the bis-CO precursor. Reversible protonation is observed for pyridonato and carboxylato moieties but not for amidato counterpart. Alkyne dimerization catalytic activity is reported for N-based anionic groups whereas carboxylato counterparts are inefficient. A proton transfer mechanism is invoked for the gem-selectivity observed for cod-based catalysts whereas alkyne insertion is the regioselectivity-determining step for CO-containing analogues.