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Porphyrins. 17. Oxidation of porphyrins with a cyclopentane ring on the surface of silica gel. Chemical properties of hydroxycyclopentanoporphyrins

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

It was established that porphyrins with a cyclopentane ring are oxidized on the surface of silica gel by air oxygen to give 51-hydroxy-31,51-cycloporphyrins in 30–35% yields. Heating 51-hydroxy-31methyl-31,51-cycloheptaethyl-porphyrin in CF3COOH leads to splitting out of water and prototropic rearrangement of the intermediate unstable cyclopentenoporphyrin to the previously unknown exo-methylenecyclopentanoporphyrin.

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Literature cited

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See [1] for communication 16.

See [2] for our preliminary communication.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 485–489, April, 1984.

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Ponomarev, G.V., Shul'ga, A.M. Porphyrins. 17. Oxidation of porphyrins with a cyclopentane ring on the surface of silica gel. Chemical properties of hydroxycyclopentanoporphyrins. Chem Heterocycl Compd 20, 389–393 (1984). https://doi.org/10.1007/BF00513852

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  • DOI: https://doi.org/10.1007/BF00513852

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