B. Modzelewska-Banachiewicz, Renata Paprocka, L. Mazur
Aug 29, 2012
Citations
0
Influential Citations
6
Citations
Journal
Journal of Molecular Structure
Abstract
Abstract Two new 1,2,4-triazole-containing alkenoic acid derivatives were obtained from the reaction of N -phenyl-(pyridin-2-yl)carbohydrazonamide with itaconic anhydride, depending on the reaction conditions. The structures of 2-((4-phenyl-5-(pyridin-2-yl)-4 H -1,2,4-triazol-3-yl)methyl)acrylic acid or ( E )-2-methyl-3(4-phenyl-5-(pyridine-2-yl)-4 H -1,2,4-triazol-3-yl)acrylic acid were confirmed by means of 1D and 2D NMR spectroscopic data as well as by single-crystal X-ray diffraction analysis. The experiential 1 H and 13 C chemical shifts were compared with those calculated with B3LYP, EDF1, and EDF2 density functional theories. The theoretical study of the observed terminal-to-internal alkene isomerization was performed with density functional (DFT) B3LYP/6-31+G ∗ method using SM8 water and DMF solvation models. Antimicrobial activities of the newly prepared alkenoic acid derivatives were verified experimentally by a broth microdilution method.