Synthesis and GIAO NMR Calculations for Some Novel 4‑Heteroarylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-one Derivatives: Comparison of Theoretical and Experimental 1H- and 13C- Chemical Shifts

International Journal of Molecular Sciences

Haydar Yüksek²  Ismail Cakmak¹  Sibel Sadi²  Muzaffer Alkan² 

[1] Department of Chemistry, Kafkas University, 36100 Kars, Turkey.;Education Faculty, Kafkas University, 36100 Kars, Turkey; Fax: [phone].

关键词: ¹H-NMR;    ¹³C-NMR;    GIAO;    NMR chemical shifts;    4;    5-dihydro-1H-1;    2;    4-triazol-5-ones;    Schiff base;    syntheses;   

DOI  :  10.3390/i6060219

来源: mdpi

【 摘 要 】

3-Alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (1) reacted with 5-methylfuran-2-carboxyaldehyde to afford the corresponding 3-alkyl(aryl)-4-(5-methyl-2-furylmethylenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (2). Four newly synthesized compounds have been characterized by elemental analyses, IR, ¹H-NMR, ¹³C-NMR and UV spectral data. In addition, isotropic ¹H- and ¹³C-nuclear magnetic shielding constants of compounds 3 were calculated by employing the direct implementation of the gauge-including-atomic-orbital (GIAO) method at the B3LYP density functional and HF levels of the theory. The geometry of each compound has been optimized using a 6-311G basis set. Nuclear shielding constants were also calculated by using 6-311G basis set.  Theoretical values are compared to the experimental data.

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