Thermal 1,3-dipolar cycloaddition reactions of 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene dihydridoboron azide occur smoothly with alkynes, nitriles, and alkenes bearing electron-withdrawing groups. New, stable NHC-boryl-substituted triazoles, tetrazoles, and triazolidines are formed in good to excellent yields.