Theoretical investigation of the selectivity in intramolecular cyclizations of some 2'-aminochalcones to dihydroquinolin-8-ones and indolin-3-ones

Andres Reyes, Paola Andrea Cuervo, Fabian Orozco, Rodrigo Abonia, Mario Duque-Noreña, Patricia Pérez, Eduardo Chamorro

Resultado de la investigación: Contribución a una revistaArtículorevisión exhaustiva

4 Citas (Scopus)

Resumen

The selectivity of the intramolecular cyclizations of a series of 2'-aminochalcones was investigated with an approach that combines spin-polarized conceptual density functional theory and energy calculations. To that aim, condensed-to-atoms electrophilic Fukui functions, f NN + (r), were utilized as descriptors of the proclivity for nucleophilic attack of the NH2 group on the unsaturated α and β carbons. The results of our model are in excellent agreement with the experimental available evidence permitting us in all cases to predict when the cyclization processes led to the formation of 5-exo and 6-endo products. [Figure not available: see fulltext.]

Idioma originalInglés
Páginas (desde-hasta)3611-3618
Número de páginas8
PublicaciónJournal of Molecular Modeling
Volumen19
N.º9
DOI
EstadoPublicada - sep 2013

Áreas temáticas de ASJC Scopus

  • Catálisis
  • Informática aplicada
  • Química física y teórica
  • Química orgánica
  • Teoría computacional y matemáticas
  • Química inorgánica

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