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cc-by-nc-nd (c) Elsevier B.V., 2016
Si us plau utilitzeu sempre aquest identificador per citar o enllaçar aquest document: https://hdl.handle.net/2445/163726

Synthesis, characterization, crystal structures and computational studies on novel cyrhetrenyl hydrazones

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The synthesis of novel cyrhetrenyl hydrazones of general formula [Re{(η5-C5H4)single bondC(R1) = NNHR2}(CO)3] {with R1 = H and R2 = 4-NO2single bondC6H4 (4a), C6H5 (4b) or H (4c) or R1 = Me and R2 = 4-NO2single bondC6H4 (5a), C6H5 (5b) or H (5c)} is described. Compounds 4a-4c and 5a-5c were characterized by mass spectrometry and IR spectroscopy. 1H and 13C{1H} NMR studies revealed that 4a-4c and 5a-5c adopt the anti-(E) configuration in solution. X-ray crystal structures of compounds 4a and 5c confirmed the trans-arrangement of the cyrhetrenyl 'Re(η5-C5H4)(CO)3' and the -NHR2 moieties and the existence of strong hydrogen bonds involving the single bondNHsingle bond unit. Molecular Orbital calculations at a DFT level have also been carried out in order to rationalize the influence of the nature of the substituent R3 of [R3CH = NNH(4-NO2single bondC6H4)] (R3 = ferrocenyl, (3a), cyrhetrenyl (4a), phenyl (6a) or cymantrenyl (7a) on the electronic delocalization, the nucleophilicity of the imine carbon, the polarizability and hyperpolarizability of these compounds, and computational studies using time-dependent density functional (TD-DFT) calculations have also been carried out in order to assign the bands detected in their electronic spectra and to explain the effect produced by the solvent.

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GÓMEZ, Johana, LEIVA, Nelson, ARANCIBIA, Rodrigo, OYARZO, Juan, BUONO-CUORE, Gonzalo e., KLAHN, Hugo, ARTIGAS, Vania, FUENTEALBA, Mauricio, BOSQUE PUEYO, Ramón, AULLÓN LÓPEZ, Gabriel, LÓPEZ MARTÍNEZ, Ma. concepción, FONT BARDIA, Ma. mercedes, CALVET PALLÀS, Maria teresa. Synthesis, characterization, crystal structures and computational studies on novel cyrhetrenyl hydrazones. _Journal of Organometallic Chemistry_. 2016. Vol. 819, núm. 129-137. [consulta: 9 de gener de 2026]. ISSN: 0022-328X. [Disponible a: https://hdl.handle.net/2445/163726]

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