The Formylation of N,N-Dimethylcorroles

The chemistry of N-alkylcorroles is almost unexplored, although it could represent a promising route for further tuning the properties of this porphyrinoid. Herein, we report our investigations on the β-formylation of N(21),N(22)-dimethyl-5,10,15-tritolylcorrole, showing how different regioisomers can be obtained by modifying the functionalization reaction sequence. β-Formyl-N(21),N(22)-dimethyl-5,10,15-tritolylcorrole shows unprecedented reactivity toward acetone in basic conditions, affording a conjugated vinyl ketone derivative in good yields. All these products feature intense absorption bands in the NIR region, which are interesting optical properties with potential applications in different fields.