Phenylpyridine-Based Boron Azides: Tuning Reactivity and Accessing Fluorescent Triazoles.

ABSTRACT: We report the synthesis and reactivity of phenylpyridine-based boron azides readily accessible via nucleophilic substitution from in situ generated borenium-type precursors. Three azides were obtained: a hydridic species (L^NC)BHN₃ (L^NC = 2-phenylpyridine), a cyclopentyl-substituted analogue (L^NC)B(cyclopentyl)N₃, and a boron diazide (L^NC)B(N₃)₂ obtained as a byproduct from the synthesis of (L^NC)BHN₃. The prepared borane azides exhibit notable thermal and photochemical robustness, with decomposition temperatures around 140 °C in mesitylene solution and above 170 °C in the solid state, as evidenced by DSC/TGA analysis. Reactivity studies revealed weak electrophilic character c

SUBMITTER: Skoch K 

PROVIDER: S-EPMC12442104 | biostudies-literature | 2025 Sep

REPOSITORIES: biostudies-literature