A Facile and Reliable Method for the Synthesis of Tetrabenzoporphyrin from 4,7-Dihydroisoindole

A Facile and Reliable Method for the Synthesis of Tetrabenzoporphyrin from 4,7-Dihydroisoindole

A new route to tetrabenzoporphyrins from the closest possible precursor of the unstable isoindole was developed. A key feature of this route is a dramatic facilitation of thearomatization of annelated rings, which is the most serious bottleneck in previous syntheses of tetrabenzoporphyrins. The capa...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:European Journal of Organic Chemistry 2007-07, Vol.2007 (21), p.3468-3475
Hauptverfasser: Filatov, Mikhail A., Cheprakov, Andrei V., Beletskaya, Irina P.
Format: Artikel
Sprache:eng
Schlagworte:
Dipyrromethanes
Nitrogen heterocycles
Porphyrinoids
Tetrabenzoporphyrins
π-Extended porphyrins
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A new route to tetrabenzoporphyrins from the closest possible precursor of the unstable isoindole was developed. A key feature of this route is a dramatic facilitation of thearomatization of annelated rings, which is the most serious bottleneck in previous syntheses of tetrabenzoporphyrins. The capabilities of the new method are illustrated by the synthesis of meso‐tetraaryltetrabenzoporphyrins, as well as the first unambiguous synthesis and characterization of 5,15‐diphenyltetrabenzoporphyrin.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200700014