N-[4-(3-Methyl-3-phenyl-cyclobutyl)-thiazol-2-yl]-N′-pyridin-2-ylmethylene-chloro-acetic acid hydrazide: Synthesis and configurational assignment based on X-ray, 1H, and 13C NMR and theoretical calculations
- Autores: Demir S.1, Dinçer M.2, Çukurovali A.3, Yılmaz I.3
-
Afiliações:
- Technical Science Vocational High School
- Department of Physics, Faculty of Arts and Sciences
- Department of Chemistry, Faculty of Science
- Edição: Volume 62, Nº 6 (2017)
- Páginas: 868-880
- Seção: Structure of Organic Compounds
- URL: https://journals.rcsi.science/1063-7745/article/view/191434
- DOI: https://doi.org/10.1134/S1063774517060086
- ID: 191434
Citar
Resumo
In this study, quantum chemical calculations based on the density functional theory have been carried out to examine the effects of N-[4-(3-methyl-3-phenyl-cyclobutyl)-thiazol-2-yl]-N′-pyridin-2-ylmethylene- chloro-acetic acid hydrazide. The calculated values are compared with the experimental data available for these molecules as a mean of validation of our proposed chemistry model. Aided by normal coordinate analysis and potential energy distributions, a confident vibrational assignment of all fundamentals is proposed herein. Additional support is given by 1H and 13C NMR spectra recorded with the sample dissolved in CDCl3 and by predicted chemical shifts at the B3LYP/6-31G(d)/6-311G+(d) levels obtained using the gauge-invariant atomic orbital method. The calculated HOMO and LUMO energies also confirm that the charge transfer occurs within the molecule. Thiazole-based compounds are potential storehouse for exploiting CH···O and CH···N hydrogen bonding interactions for molecular self-assembly.
Sobre autores
Sibel Demir
Technical Science Vocational High School
Autor responsável pela correspondência
Email: sibeld@gantep.edu.tr
Turquia, Gaziantep, 27310
Muharrem Dinçer
Department of Physics, Faculty of Arts and Sciences
Email: sibeld@gantep.edu.tr
Turquia, Kurupelit, Samsun, 55139
Alaaddin Çukurovali
Department of Chemistry, Faculty of Science
Email: sibeld@gantep.edu.tr
Turquia, Elazığ, 23119
Ibrahim Yılmaz
Department of Chemistry, Faculty of Science
Email: sibeld@gantep.edu.tr
Turquia, Karaman, 70200