Repozytorium

A study on the condensation reaction of aryl substituted 4-amine-1,2,4-triazole with benzaldehydes: structures and spectroscopic properties of schiff bases and stable hemiaminals.

Autorzy

Katarzyna Wajda-Hermanowicz

Damian Pieniążczak

Robert Wróbel

Aleksandra Zatajska

Zbigniew Ciunik

Sławomir Berski

Rok wydania

2016

Czasopismo

Journal of Molecular Structure

Numer woluminu

1114

Strony

108-122

DOI

10.1016/j.molstruc.2016.02.047

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

A series of stable hemiaminals and Schiff bases containing 3,5-disubstituted 1,2,4-triazole derivatives were synthesized. The structure of the prepared compounds was confirmed by means of 1H NMR, 13C NMR, IR, MS and elemental analysis. The steric and electronic effects of the triazole ring substituents on the hemiaminal formation was also discussed. Single crystal X-ray diffraction studies of hemiaminals obtained from 4-amino-3,5-dipyridyn-2-yl-1,2,4- triazole (4, 5) revealed the formation of centrosymmetric dimers linked by strong O–H … .N1Tr hydrogen bonds. The Schiff bases obtained from the unsymmetrical 3-methyl,5-phenyl-1,2,4-triazole was found to be a different E-conformer which was determined through solution NMR and crystallographic diffraction analysis (13). The molecular geometry of the unsymmetrical triazole derivatives: hemiaminal (12) and Schiff base (13) were also optimized using density functional theory (DFT/M062x) method with the 6-311++G (d,p) basis set in ground state and compared with the experimental data.

Słowa kluczowe

4-Amino-1,2,4-triazole, Chemical reactivity, Hemiaminals, schiff bases, X-ray structures, density functional theory

Adres publiczny

http://dx.doi.org/10.1016/j.molstruc.2016.02.047

Strona internetowa wydawcy

http://www.elsevier.com

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