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The Mac Donald-type 2 + 2 condensation of the readily available 5-mesityldipyrromethane with acenaphthenequinone leads to the trans (syn and anti) porphodimethenes, respectively, which, after treatment with KOH or NaOMe in THF and subsequent oxidation with air, yield the corresponding trans-8-carboxynaphthylporphyrins or their esters.
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Harmjanz et al. (2000) studied this question.
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