Synthesis of oxophlorins (oxyporphyrins) from magnesium and zinc porphyrin chelates
Treatment of magnesium or zinc porphyrins with thallium(III) trifluoroacetate, followed by an acidic work-up affords oxophlorins in high yield. The oxophlorin oxygen atom is shown to be trifluoroacetate-derived by the isolation of rneso-trifluoroacetoxyporphyrins as stable intermediates ; a radical mechanism is suggested for this transformation. Similar results are obtained when lead(IV) or mercury(II) trifluoroacetates are used as the oxidants, but the yields of oxophlorin are lower. © The Society for Analytical Chemistry.
Publication Source (Journal or Book title)
Journal of the Chemical Society, Perkin Transactions 1
Barnett, G., Hudson, M., McCombie, S., & Smith, K. (1973). Synthesis of oxophlorins (oxyporphyrins) from magnesium and zinc porphyrin chelates. Journal of the Chemical Society, Perkin Transactions 1, 691-696. https://doi.org/10.1039/P19730000691