Unusual reactivity of trifluoromethyl groups in meso-tetrakis(trifluoromethyl)porphyrin

Add time:08/07/2019    Source:sciencedirect.com

Based on the unusual reactivity of trifluoromethyl groups in nitrogen containing heterocycles, we synthesized the appropriate porphyrin mono-, di-, tri- or tetra-carboxylic ester derivatives by treatment of the precursor meso-tetrakis(trifluoromethyl)porphyrin with an excess of sodium- or potassium alkoxide in the respective alcohol. This method offers an efficient route for the synthesis of lower symmetry meso-substituted porphyrins compared to usual preparations utilizing stepwise condensation reactions. The structure of tetrakis(butyloxycarbonyl)porphyrin 5 was determined by X-ray analysis.

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