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Synfacts 2011(6): 0611-0611
DOI: 10.1055/s-0030-1260407
DOI: 10.1055/s-0030-1260407
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag
Stuttgart ˙ New York
Porphyrin-Annulene Hybrid
Contributor(s):Timothy M. Swager, Ggoch Ddeul HanE. Pacholska-Dudziak, L. Szterenberg, L. Latos-Grażyński*
University of Wrocław, Poland
A Flexible Porphyrin-Annulene Hybrid: A Nonporphyrin Conformation for meso-Tetraaryldivacataporphyrin
Chem. Eur. J. 2011, 17: 3500-3511
University of Wrocław, Poland
A Flexible Porphyrin-Annulene Hybrid: A Nonporphyrin Conformation for meso-Tetraaryldivacataporphyrin
Chem. Eur. J. 2011, 17: 3500-3511
Further Information
Publication History
Publication Date:
19 May 2011 (online)
Key words
tellurium - porphyrins - annulenes
Significance
Porphyrin-annulene hybrid molecule 2 was synthesized via the tellurium-containing macrocyclic intermediate 1. Treatment of 1 with HCl gave 2 in a good yield, which is attributed to the facility of tellurium extrusion. The substitution of HCl by DCl led to deuterium incorporation at the β-positions of the tellurophene and the pyrrole moieties.
Comment
The hybrid molecule still possesses porphyrin-like structure and aromaticity, and the flexibility of annulene. The four periphery aryl groups are expected to contribute to the stability of 2.