Boron dipyrromethenes (BODIPYs) are of interest due to the high fluorescence intensity, large molar extinction coefficients, and great air/moisture stability. We will report the transformation of 8-methylthio-BODIPY (1  ) into a range of new alkyl (and aryl) thiol-BODIPYs by a simple one-step reaction involving the reactions of 1  with the appropriate thiol, scheme 1. During our studies, we also discovered a solvent dependency on the reaction conditions resulting in mono-substitution at the 8- position in non-polar solvents, or a bis-substitution at the 3- and 8-positions in the polar THF. The synthetic methodology of 8-(R)S-BODIPYs (2-6, 8  )and 3,8-(RS)2-BODIPY (7  ), their optical properties and crystal structures will be presented. 

Synthesis and optical and structural characterization of 8-alkylthio- and 8-arylthio- BODIPYs

247th National Meeting (2014)

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