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Arylboronic acids oxidize with H2O2 and peroxynitrite (ONOO -) to yield their corresponding phenols. However, simple arylboronic acids struggle to discriminate between these two biological reactive oxygen species (ROS). Here, we show that diazaborines (DABs) react slowly with H2O2 but rapidly with peroxynitrite in aqueous buffer. Moreover, oxidation of DABs with H2O2 and ONOOfirst yields a long-lived intermediate that ultimately converts to the phenol. Taken together, our work shows thatdoi:10.33774/chemrxiv-2021-l9zsv fatcat:3lo424rgc5c2lalfxasxkakbuu