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Synthesis and GIAO NMR calculations for some new 4,5‐dihydro‐1 H ‐1,2,4‐triazol‐5‐one derivatives: comparison of theoretical and experimental 1 H and 13 C chemical shifts
Author(s) -
Yüksek Haydar,
Gürsoy Ozlem,
Cakmak Ismail,
Alkan Muzaffer
Publication year - 2005
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1591
Subject(s) - chemistry , computational chemistry , carbon 13 nmr , stereochemistry
Four novel 3‐alkyl(aryl)‐4‐(4‐methoxycarbonylbenzylidenamino)‐4,5‐dihydro‐1 H ‐1,2,4‐triazol‐5‐ones ( 2 ) were synthesized by the reactions of 3‐alkyl(aryl)‐4‐amino‐4,5‐dihydro‐1 H ‐1,2,4‐triazol‐5‐ones ( 1 ) with methyl 4‐formylbenzoate and characterized by elemental analyses and IR, 1 H NMR, 13 C NMR and UV spectral data. In addition, isotropic 1 H and 13 C nuclear magnetic shielding constants of 2 were obtained by the gauge‐including‐atomic‐orbital (GIAO) method at the B3LYP density functional level. The geometry of each compound was optimized using the 6–311G basis set. Copyright © 2005 John Wiley & Sons, Ltd.