Cyclic meso-ionic compounds. Part 17. Synthesis, spectroscopic properties, and chemistry of 1,2,3,4-oxatriazolium-5-aminides and 1,2,3,4-tetrazolium-5-olates

Abstract

Derivatives of the isomeric meso-ionic 1,2,3,4-oxatriazolium-5-aminides (3) and 1,2,3,4-tetrazolium-5-olates (4) have been prepared and characterised and their interconversion (3 → 4) has been examined. 3-Phenyl-1,2,3,4-oxatriazolium-5-anilide (3a) undergoes a 1,3-dipolar cycloaddition with p-chlorophenyl isocyanate. The 1,2,3,4-tetrazolium-5-olates (4) form tetrafluoroborate salts when treated with triethyloxonium tetrafluoroborate.