Simple and cheap steric and electronic characterization of the reactivity of Ru(II) complexes containing oxazoline ligands as epoxidation catalysts

The reactivity of a new family of complexes with general formula [Ru-IV(T)(R-D)(O)](2+) (T = trispyrazolylmethane (tpm); D = N-(1-hydroxy-3-methylbutan-(2S)-(-)-2-yl)-(4S)-(-)-4-isopropyl-4,5-dihydrooxazole-2-carbimidate, R = Bz (1); iPr (2)) has been analyzed. There is a significant difference in r...

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Detalles Bibliográficos
Autores: Poater Teixidor, Albert, Falivene, Laura, Cavallo, Luigi, Llobet Dalmases, Antoni, Rodríguez Pizarro, Montserrat, Romero García, Isabel, Solà i Puig, Miquel
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2013
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:10256/8648
Acceso en línea:http://hdl.handle.net/10256/8648
Access Level:acceso embargado
Palabra clave:Catàlisi asimètrica
Enantioselective catalysis
Compostos heterocíclics
Heterocyclic compounds
Ruteni -- Compostos
Ruthenium compounds
Descripción
Sumario:The reactivity of a new family of complexes with general formula [Ru-IV(T)(R-D)(O)](2+) (T = trispyrazolylmethane (tpm); D = N-(1-hydroxy-3-methylbutan-(2S)-(-)-2-yl)-(4S)-(-)-4-isopropyl-4,5-dihydrooxazole-2-carbimidate, R = Bz (1); iPr (2)) has been analyzed. There is a significant difference in regioselectivity between the two catalysts in the epoxidation of 4-vinylcyclohexene; 1 leads to the regioselective oxidation at the ring alkene position, whereas 2 leads to the oxidation at the terminal position. Although computational calculations indicate small energy differences, both the geometry through steric maps and the electronic parameters of the reactants via conceptual DFT, or charges via NPA, explain the reactivity differences found for the catalysts depending on the substituents of the oxazoline ligands