meso (Methine) Functionalization of Octa-alkylporphyrins

DOI: 10.1039/P19810002625

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 2625 - 2630 (1981)

Update date:2022-08-03

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Authors:

Smith, Kevin M.

Bisset, Graham M. F.

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Article abstract of DOI:10.1039/P19810002625

meso-Acetoxymethylocta-alkylporphyrins react with a variety of nucleophiles such as alcohols (to give the corresponding alkoxymethylporphyrins), amines (yielding aminomethylporphyrins), and Grignard reagents (to give meso-alkylporphyrins).Treatment of the meso-acetoxymethylporphyrins with thiol reagents accomplishes reduction to give the meso-methylporphyrin rather than the sulphide.Making use of these meso-functionalization reactions, potential cytochrome P450 models and a model for the tense form of hemoglobin are synthesized.

Full text of DOI:10.1039/P19810002625

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