Quantum chemical studies of azoles 9. Tetrazole halogenation according to the elimination—addition scheme without preliminary formation of N-protonated azolium salts

Abstract

Thermodynamic characteristics of electrophilic substitution reactions of 1H-tetrazole and 2H-tetrazole proceeding by the elimination—addition scheme with F⁺, Cl⁺, and Br⁺ as model cations were compared using the results of DFT/B3LYP/6-31G(d,p) quantum chemical calculations carried out with inclusion of specific solvation effects. Possible reasons for lower reactivity (based on the results of calculations) of 2H-tetrazole compared to that of 1H-isomer are discussed.