A1 Journal article (refereed)
Synthesis, and Molecular Structure Investigations of a New s-Triazine Derivatives Incorporating Pyrazole/Piperidine/Aniline Moieties (2021)

Shawish, I., Soliman, S. M., Haukka, M., Dalbahi, A., Barakat, A., & El-Faham, A. (2021). Synthesis, and Molecular Structure Investigations of a New s-Triazine Derivatives Incorporating Pyrazole/Piperidine/Aniline Moieties. Crystals, 11(12), Article 1500. https://doi.org/10.3390/cryst11121500

JYU authors or editors

Publication details

All authors or editors: Shawish, Ihab; Soliman, Saied M.; Haukka, Matti; Dalbahi, Ali; Barakat, Assem; El-Faham, Ayman

Journal or series: Crystals

eISSN: 2073-4352

Publication year: 2021

Publication date: 02/12/2021

Volume: 11

Issue number: 12

Article number: 1500

Publisher: MDPI AG

Publication country: Switzerland

Publication language: English

DOI: https://doi.org/10.3390/cryst11121500

Publication open access: Openly available

Publication channel open access: Open Access channel

Publication is parallel published (JYX): https://jyx.jyu.fi/handle/123456789/79310

Abstract

In this work, we synthesized two new s-triazine incorporates pyrazole/piperidine/aniline moieties. Molecular structure investigations in the light of X-ray crystallography combined with Hirshfeld and DFT calculations were presented. Intermolecular interactions controlling the molecular packing of 4-(3,5-dimethyl-1H-pyrazol-1-yl)-N-phenyl-6-(piperidin-1-yl)-1,3,5-triazin-2-amine; 5a and N-(4-bromophenyl)-4-(3,5-dimethyl-1H-pyrazol-1-yl)-6-(piperidin-1-yl)-1,3,5-triazin-2-amine; 5b were analyzed using Hirshfeld calculations. The most dominant interactions are the H...H, N...H and H...C contacts in both compounds. The N...H and H...C interactions in 5a and the N...H, Br...H and H...H interactions in 5b are the most important. In addition, DFT calculations were used to compute the molecular structures of 5a and 5b; then, their electronic properties, as well as the 1H- and 13C-NMR spectra, were predicted. Both compounds are polar where 5a (1.018 Debye) has lower dipole moment than 5b (4.249 Debye). The NMR chemical shifts were calculated and very good correlations between the calculated and experimental data were obtained (R2 = 0.938–0.997).

Keywords: heterocyclic compounds; chemical synthesis

Free keywords: s-triazine; pyrazole; hydrazino-s-triazine; Hirshfeld calculations

Contributing organizations

Ministry reporting: Yes

Reporting Year: 2021

JUFO rating: 1