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RESEARCH PRODUCT

GIAO/DFT 13C NMR Chemical Shifts of 1,3,4-Thiadiazoles

Ryszard GawineckiTeresa RauckyteBorys OśmiałowskiHossein Loghmani-khouzaniErkki Kolehmainen

subject

Inorganic ChemistryNMR spectra databaseThiadiazolesHeteronuclear moleculeAb initio quantum chemistry methodsComputational chemistryChemistryChemical shiftOrganic ChemistryCarbon-13 NMRBiochemistryTautomerBasis set

description

1 H, 13 C and 15 N NMR spectra of 2-acetylamino-1,3,4-thiadiazole and its 5-substituted derivatives have been measured and assigned based on reference data, as well as homo- and heteronuclear 2 D NMR experiments. In addition, the GIAO/DFT approach at the B3LYP level of theory using the 6-311G basis set was used to calculate the 13 C NMR chemical shifts. Although this method gives reliable results for 2-arylhydrazones of 1,3-diphenylpropanetrione, 2-phenacylpyridines, (Z)-2-(2-hydroxy-2-phenylvinyl)pyridines, 4-fluoroanilines, (1Z,3Z)-1,4-di(pyridin-2-yl)buta-1,3-dienediols and their tautomeric forms, the calculated chemical shifts for the 1,3,4-thiadiazoles studied are less satisfactory. Presence of the sulfur atom(s) seems to be responsible for such behavior.

yearjournalcountryeditionlanguage
2007-07-16Phosphorus, Sulfur, and Silicon and the Related Elements
https://doi.org/10.1080/10426500701407755