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摘要
Formylation has been performed on pyrrole-unsubstituted dipyrromethanes 1 and boron-dipyrrin (BODIPY) dyes 4 based on a Vilsmeier-Haack reaction. It is highly regioselective and complementary and occurs exclusively at the alpha- and beta-position, respectively, for pyrrole-unsubstituted dipyrromethanes 1 and BODIPY dyes 4. This regioselective formylation enables the syntheses of a variety of alpha- and beta-substituted BODIPY dyes. The installation of formyl groups affects the electronic properties of the BODIPY chromophore, resulting in red-and blueshifts of the absorption and emission maxima, respectively, for the alpha- and beta-formylated BODIPYs 3 and 5.
