Investigation into the regiochemistry of some pyrazoles derived from 1, 3-dipolar cycloaddition of acrylonitrile with some nitrilimines: Theoretical and experimental studies

• FARID MOEINPOUR ^[1] ; MEHDI BAKAVOLI ^[1] ; ABOLGHASEM DAVOODNIA ^[1] ; ALI MORSALI ^[1]
  1. [1] Islamic Azad University- Bandar Abbas Branch Department of Chemistry
• Localización: Journal of the Chilean Chemical Society (Boletín de la Sociedad Chilena de Química), ISSN-e 0717-6309, ISSN 0366-1644, Vol. 56, Nº. 4, 2011, págs. 870-874
• Idioma: inglés
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• Resumen

  • 1,3-dipolar cycloaddition between acrylonitrile and two N-(4-substituted)phenyl-C-(4-chlorophenyl)nitrilimines which were generated in situ afforded the new pyrazoles. The regiochemistry and reactivity of these reactions has been investigated on the basis of density functional theory (DFT) -based reactivity indexes and activation energy calculations. The theoretical 13C NMR chemical shifts of the cycloadducts which were obtained by GIAO method were comparable with the observed values.