The structure of N-allyl-(5-phenyl-[1,3,4]thiadiazol-2-yl) amine in solution and the solid state studied by the 1H, 13C, 15N NMR spectroscopy and X-ray crystallography

Synthesis, Characterization, Antimicrobial Evaluation, and Computational Investigation of Substituted Imidazo[2,1‐b][1,3,4]Thiadiazole Derivatives

“…Of these isomers, 1,3,4-thiadiazole and its derivatives are highly reactive to nucleophilic substitution reactions and exhibit a wide range of biological activities; these compounds therefore have been synthesized increasingly, particularly in recent years. [8,9] Imidazole is another heterocyclic aromatic compound with the formula C 3 H 4 N 2 . Imidazole and its derivatives are also widely studied in the field of pharmaceutical chemistry due to their versatile use and various biological activities.…”

A new tetranuclear copper(I) complex based on allyl(5-phenyl-1,3,4-thiadiazol-2-yl)azanide ligand: Synthesis and structural characterization

“…Due to the effect of conjugation between heterocyclic C@N and azanide CAN bonds in L À the bonds length of C2AN2 and C2AN3 are very close and equal to 1.354(5) Å and 1.315(4) Å correspondingly (in the crystal structure of free HL C2AN2 and C2AN3 distances are 1.315(6) and 1.335(7) Å [40]). For comparison, in copper(I) p, r-complex with molecular N-allyl-5-methyl-1,3,4-thiadiazol-2-amine (HL ⁄ ) the analogous bonds length of 1.324(6) Å and 1.335(7) Å also show the good conjugated structure of C@N bond and CAN bond, hydrogen atom of which participates in the effective (CAN)AHÁ Á ÁO hydrogen bond formation.…”

The Studies of Structure of 2N‐(3‐phenyl‐allyl‐)(5‐phenyl‐[1,3,4] Thiadiazol‐2‐yl) Amine in Solution

“…The computational procedure utilized in this work was similar as the one used in our previous investigations concerning 2‐amino‐[1,3,4] thiadiazole derivatives tautomerism . The molecular geometries and properties corresponding to the local minima of the energy were calculated at the DFT level of the theory with the B3LYP functional and the 6‐31G (d, p) basis set .The same basis set and functional were used for the calculations of 1 H, 13 C, and 15 N‐NMR shielding constants applying the GIAO CPHF methods.…”

“…It was shown that in the solid state 2N‐allyl derivative of 2‐amine‐5‐phenyl‐[1,3,4]thiadiazole exists as the egzo ‐amine a tautomer. In the solution, on the other hand, the biradical and the ionic–biradical structures of the amine‐type and the imine‐type tautomers are present . At the present study, the structural analysis of 2N‐(3‐phenyl‐allyl‐)(5‐phenyl‐[1,3,4] thiadiazol‐2‐yl) amine has been performed in the solution using the 1D and 2D 1 H, 13 C, and 15 N‐NMR spectra.…”