Some observations relating to the stability of the BODIPY fluorophore under acidic and basic conditions

4,4-Difluoro-4-bora-1,3,5,7-tetramethyl-2,6-diethyl-8-methyl-3a,4a-diaza-s-indacene (BODIPY) fluorophore was transformed into its corresponding 4,4-dimethyl, 4,4-dimethoxy and 4,4-diphenyl analogues. The stabilities of these BODIPY fluorophores in acidic (di- and trichloroacetic acid) and basic conditions (aqueous ammonium hydroxide) were investigated using 11B NMR spectroscopy.

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► Stabilities of BODIPY analogues investigated using 11B NMR spectroscopy.
► 4,4-Diphenyl substituted BODIPY is the most under both acidic and basic conditions.
► 4,4-Dimethoxy BODIPY react with dichloroacetic acid to give 4,4-bis(dichloroacetyl) anhydride.