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Porphyrins and Their Derivatives: XXIII. Reaction of Formylporphyrins with Weak CH Acids

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Abstract

Formylporphyrin iminium salts generated in situ are more reactive than the initial aldehydes in condensation with ketones having an α-methylene group. A convenient modification of the Claisen–Schimdt reaction has been developed, which makes it possible to involve hydrophobic β-formyltetraphenylporphyrin in the condensation with acetone, 1,4-diacetylbenzene, 2-acetylthiophene, acetylacetone, and acetophenone to obtain β-substituted tetraphenylporphyrins of the general formula PorphCH=CR'COCR.

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Authors and Affiliations

  1. Odessa National University, ul. Dvoryanskaya 2, Odessa, 65023, Ukraine

    Yu. V. Ishkov, Z. I. Zhilina, L. P. Bardai & S. V. Vodzinskii

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  1. Yu. V. Ishkov
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  2. Z. I. Zhilina
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  3. L. P. Bardai
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  4. S. V. Vodzinskii
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Ishkov, Y.V., Zhilina, Z.I., Bardai, L.P. et al. Porphyrins and Their Derivatives: XXIII. Reaction of Formylporphyrins with Weak CH Acids. Russian Journal of Organic Chemistry 40, 434–437 (2004). https://doi.org/10.1023/B:RUJO.0000034986.64795.8f

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  • DOI: https://doi.org/10.1023/B:RUJO.0000034986.64795.8f

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