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Benziporphyrin, a Benzene-Containing, Nonaromatic Porphyrin Analogue

Authors

  • Dipl.-Chem. Kurt Berlin,

    1. Institut für Organische Chemie und Biochemie der Universität, Gerhard-Domagk-Strasse 1, D-53121 Bonn (FRG), Telefax: Int. code + (228)73-5683
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  • Prof. Dr. Eberhard Breitmaier

    Corresponding author
    1. Institut für Organische Chemie und Biochemie der Universität, Gerhard-Domagk-Strasse 1, D-53121 Bonn (FRG), Telefax: Int. code + (228)73-5683
    • Institut für Organische Chemie und Biochemie der Universität, Gerhard-Domagk-Strasse 1, D-53121 Bonn (FRG), Telefax: Int. code + (228)73-5683
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Abstract

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Benzene wins the battle for aromaticity against [18]annulene. The first fully conjugated, benzene-containing porphyrin analogue 1 is not an 18 π aromatic system; only the tautomer with the intact arene is observed. This compound is synthesized from the corresponding tripyrranedicarboxylic acid and isophthalaldehyde and forms black-blue crystals.

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