Cyclophanes as Diene Components in Diels-Alder Reactions

Cyclophanes as Diene Components in Diels-Alder Reactions

Cyclohexatriene‐type rather than benzene‐type behavior is observed for appropriately bridged benzene rings. While non‐annelated arenes do not normally undergo addition reactions, (1), (2), and (3) form Diels‐Alder adducts with reactive dienophiles. This is impossible for steric reasons in the case o...

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Veröffentlicht in:Angewandte Chemie International Edition 1980-05, Vol.19 (5), p.389-390
Hauptverfasser: Murad, Aboul Fetouch, Kleinschroth, Jürgen, Hopf, Henning
Format: Artikel
Sprache:eng
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Zusammenfassung:Cyclohexatriene‐type rather than benzene‐type behavior is observed for appropriately bridged benzene rings. While non‐annelated arenes do not normally undergo addition reactions, (1), (2), and (3) form Diels‐Alder adducts with reactive dienophiles. This is impossible for steric reasons in the case of (4) and (5).
ISSN:0570-0833
1521-3773
DOI:10.1002/anie.198003891