Publicación:
Porous carbons-derived from vegetal biomass in the synthesis of quinoxalines. Mechanistic insights

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2020-09-01
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info:eu-repo/semantics/openAccess
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Elsevier
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Resumen
We report herein for the first-time acid biomass-derived carbons from vegetal biomass, with high developed porosity, prepared through integrating method comprising pyrolysis and surface phosphonation, able to efficiently catalyze the synthesis of quinoxalines from 1,2-diamines and α-hydroxi ketones, under aerobic conditions. The obtained results indicate that the reaction is mainly driven by a combination of acid function strength and textural properties in terms of conversion and selectivity. Furthermore, our experimental and theoretical observations suggest that the preferred reaction pathway for this transformation, in the presence of the investigated acid carbon catalysts, involves cascade reactions including imination reaction between reactants, successive imine-enamine and keto-enol tautomerisms, heterocyclization followed by dehydration, and aromatization. While the acid sites seem to be a relevant role in each reaction step, the system formed by activated carbon and molecular oxygen could be behind the last oxidative reaction to give the corresponding nitrogen heterocycles.
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Esta es la versión aceptada del artículo. La versión registrada fue publicada por primera vez en Catalysis Today, Volume 354, 2020, Pages 90-99, ISSN 0920-5861, está disponible en línea en el sitio web del editor: https://doi.org/10.1016/j.cattod.2019.06.043. This is the accepted version of the article. The registered version was first published in Catalysis Today, Volume 354, 2020, Pages 90-99, ISSN 0920-5861, is available online on the publisher's website: https://doi.org/10.1016/j.cattod.2019.06.043.
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Palabras clave
Porous carbons, nanocatalysts, fine chemicals, quinoxalines, computational methods
Citación
M. Godino-Ojer, R. Blazquez-García, I. Matos, M. Bernardo, I.M. Fonseca, E. Pérez Mayoral, Porous carbons-derived from vegetal biomass in the synthesis of quinoxalines. Mechanistic insights, Catalysis Today, Volume 354, 2020, Pages 90-99, ISSN 0920-5861, https://doi.org/10.1016/j.cattod.2019.06.043.
Centro
Facultades y escuelas::Facultad de Ciencias
Departamento
Química Inorgánica y Química Técnica
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Grupo de innovación
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Cátedra