Synthesis and Transformations of 5-Cyano-2,2,8,8,12,13,17,18-octamethylisobacteriochlorin

A model substrate for studies in the hexahydroporphyrin series, i.e. the title compound (1) having C2v symmetry, has been prepared by a multistep de‐novo synthesis from a cyanosubstituted thiolactam. Catalytic hydrogenation of (1) affords the highly O2‐sensitive 2,3,7,8,15,24‐hexahydro derivative; a...

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Veröffentlicht in:Angewandte Chemie International Edition 1980-02, Vol.19 (2), p.143-145
Hauptverfasser: Naab, Paul, Lattmann, René, Angst, Christof, Eschenmoser, Albert
Format: Artikel
Sprache:eng
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Zusammenfassung:A model substrate for studies in the hexahydroporphyrin series, i.e. the title compound (1) having C2v symmetry, has been prepared by a multistep de‐novo synthesis from a cyanosubstituted thiolactam. Catalytic hydrogenation of (1) affords the highly O2‐sensitive 2,3,7,8,15,24‐hexahydro derivative; attempts to incorporate metal ions into this species lead to complexes of the 1,2,3,7,8,20‐hexahydro isomer.
ISSN:0570-0833
1521-3773
DOI:10.1002/anie.198001431