Synthesis and theoretical study of a new family of pyrazole derivative

Salazar-Muñoz, J; Zarate, X; Sotomayor-Jaramillo, J; Bustos, C; Schott, E

Keywords: dft, Hammett correlation, Pyrazole synthesis

Abstract

Pyrazole-containing molecules are key in the development of new pharmaceuticals or pesticides. Thus, we synthesize a new series of pyrazole derivates using the cycloaddition methods. The synthesized compounds present a (E)-4-((4-iodophenyl)diazenyl)-3,5-dimethyl-1-(R-phenyl)-1H-pyrazole structure. The compounds were characterized by UV-vis, FTIR, 1H-NMR, and 13C-NMR. Also, DFT and Hammet correlation calculations were performed over the whole family of derivatives. Our results demonstrate that the synthesized compound was obtained with a overall yield of 50 %. UV/Vis spectroscopic characterization shows that all compounds present three absorption bands related to the pyrazole ring, the -N=N- bond and benzene rings. Additionally, theoretical calculation shows that the dihedral angle decreases when the electron-attractive nature of the substituent of the pyrazole ring increases. Finally, Hammett correlation studied shows a good fit in some of the measured properties.

Más información

Título según WOS: Synthesis and theoretical study of a new family of pyrazole derivative
Título de la Revista: JOURNAL OF MOLECULAR STRUCTURE
Volumen: 1301
Editorial: AMSTERDAM
Fecha de publicación: 2024
Idioma: English
DOI:

10.1016/j.molstruc.2023.137267

Notas: ISI