The reaction of octaethylporphyrin with hypofluorous acid and with permaleic acid gives a mono-oxygen adduct formulated as the porphyrin N-oxide, a novel chemical system. Octaethylporphyrin N-oxide is a sensitive molecule: it is gradually converted into octaethylporphyrin when manipulated under ordinary conditions. Examples of deoxygenation, nucleophilic attack at C-5, and metal complexation are described.
L. E. Andrews, R. Bonnett, R. J. Ridge and E. H. Appelman, J. Chem. Soc., Perkin Trans. 1, 1983, 103 DOI: 10.1039/P19830000103
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