Synthesis of trifluoromethyl-substituted N-aryl-poly-1,2,3-triazole derivatives

Abstract

Synthesis, characterization, and physical properties of -CF3 and -NO2 substituted N-aryl-polytriazole derivatives are reported. The molecules are prepared by a reliable Cu-catalyzed [3 + 2]-cycloaddition between -CF3 substituted aryl azides and alkynes followed by a nitration sequence and also the base-promoted nucleophilic displacement of the halo groups by the 1,2,3-triazoles. The compounds are characterized by analytical and spectroscopic methods; the solid state structures of some of the compounds are confirmed by X-ray diffraction techniques. The synthesized materials decompose in the range of 195-308 °C. Most of the -CF3 and -NO2 groups-bearing aryl triazoles exhibit good densities and acceptable detonation characteristics. Some of the fluorine containing polytriazole-bearing compounds showed positive heats of formation. This journal is © the Partner Organisations 2014.