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Synfacts 2007(4): 0373-0373  
DOI: 10.1055/s-2007-968316
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Coronenes from Perylenes via Diels-Alder Reactions

Contributor(s): Timothy M. Swager, Eric L. Dane
S. Alibert-Fouet, I. Seguy, J.-F. Bobo, P. Destruel, H. Bock*
Centre de Recherche Paul Pascal, Pessac, UniversitÉ Paul Sabatier and Laboratorie de Nano-MagnÉtisme pour l’HyperfrÉquence, Toulouse, France
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Publikationsdatum:
23. März 2007 (online)

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Significance

The authors used Diels-Alder additions to synthesize several electron-deficient coronene derivatives from perylene. They observed that the dianhydride perylene derivative 4 is unreactive and that the diimide variant is only reactive to a single addition. To achieve double addition, the anhydride must be esterified, although still proving less reactive than perylene.