Study of N‐methyl‐5‐nitroindazolylacrylonitriles as a Function of Quantum Parameters Employing Density Function Theory Methods: Comparative Theoretical Study and Nonlinear Optical Properties

Abstract

AbstractThe synthesis of N‐methyl‐5‐nitroindazolylacrylonitriles 2 a–l by a Knoevenagel condensation reaction with a series of aldehydes in the presence of piperidine allowed the preparation of the desired products the yields are good to excellent. N‐Methyl‐5‐nitroindazolylacrylonitriles (2 a–l) were verified by 1H, 13C NMR and mass spectrometry. In this current work, the reactivity indices defined within the Conceptual DFT of the targeted molecules through DFT/B3LYP/6‐311G(d,p) calculations were studied. The 1H NMR, UV‐vis and IR spectroscopy chemical shifts of all synthesized 5‐nitroindazoles 2 a–l were calculated and the results were compared to the results of the experimental data. In this series of compounds, the 2 e has the lowest hyperpolarizability, which results being the most stable and having the least response to nonlinear optics (NLO). In contrast, the compound 2 l has the highest hyperpolarizability, which fallouts being the least stable and having a high response to NLO. Every chemical has a significant three‐dimensional p‐electronic delocalization, which is crucial for understanding NLO responses.