Synthesis of 3-(2-hydroxyphenyl)-1,5-dialkyl-1H-1,2,4-triazoles and their Zn(II) complexes

Abstract

It has been demonstrated by 13C NMR and quantum-chemical calculations that alkylation of 5-(2-hydroxyphenyl)-3-methyl(vinylphenyl)-1H-1,2,4-triazoles with dialkyl sulfates in aqueous DMSO in the presence of alkali occurs exclusively in the 2-position of the triazole ring to give 3-(2-hydroxyphenyl)-1,5-dialkyl(alkylvinylphenyl)-1H-1,2,4-triazoles. Emission spectra of these compounds show two weak bands (λmaxfl = 317–346 and 430–447 nm, φ = 0.002–0.007), whereas their zinc complexes emit in the violet range of the visible spectrum (λmaxfl= 373–377 nm, φ = 0.20–0.25).