Synthesis of oxophlorins (oxyporphyrins) from magnesium and zinc porphyrin chelates
- 1 January 1973
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 691-696
- https://doi.org/10.1039/p19730000691
Abstract
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 meso-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.Keywords
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