Synthesis of 8-bromo-5,12-tetracenequinone and 2-bromotetracene derivatives

Synthesis of 8-bromo-5,12-tetracenequinone and 2-bromotetracene derivatives A series of bromotetracenequinones 1 and bromotetracenes 2 were prepared from 4-bromophthalic anhydride. The parent tetracenequinone 1a and tetracene 2a were sparingly soluble in organic solvents. In contrast, dipropyl-substituted tetracenequinone 1b and tetracene 2b were a little more soluble. Preparation of dihexyl-substituted tetracene 2c proved to be difficult. Sonogashira coupling of 1b with trimethylsilylacetylene afforded the corresponding product. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Synthesis of 8-bromo-5,12-tetracenequinone and 2-bromotetracene derivatives

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Publisher
Springer Netherlands
Copyright
Copyright © 2012 by Springer Science+Business Media B.V.
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-012-0638-2
Publisher site
See Article on Publisher Site

Abstract

A series of bromotetracenequinones 1 and bromotetracenes 2 were prepared from 4-bromophthalic anhydride. The parent tetracenequinone 1a and tetracene 2a were sparingly soluble in organic solvents. In contrast, dipropyl-substituted tetracenequinone 1b and tetracene 2b were a little more soluble. Preparation of dihexyl-substituted tetracene 2c proved to be difficult. Sonogashira coupling of 1b with trimethylsilylacetylene afforded the corresponding product.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Jun 12, 2012

References

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