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A Preferred Disrotatory 4n Electron Möbius Aromatic Transition State for a Thermal Electrocyclic Reaction

✍ Scribed by Michael Mauksch; Svetlana B. Tsogoeva

Book ID: 101565603
Publisher: John Wiley and Sons
Year: 2009
Tongue: English
Weight: 458 KB
Volume: 48
Category: Article
ISSN: 0044-8249
DOI: 10.1002/anie.200806009

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✦ Synopsis

Abstract

Not forbidden: Thermal 4__n__ electron electrocyclic reactions of Hückel topology structures proceed via “allowed” conrotatory pathways. However, for a Möbius topology, the Woodward–Hoffmann rules may be reversed and a “forbidden” disrotatory pathway can be preferred as shown theoretically for dodecahexaene 1 that transforms via a Heilbronner–Möbius aromatic transition structure 2 into a cyclic polyene 3.magnified image

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A Preferred Disrotatory 4n Electron Möbi

A Preferred Disrotatory 4n Electron Möbius Aromatic Transition State for a Thermal Electrocyclic Reaction

✍ Michael Mauksch; Svetlana B. Tsogoeva 📂 Article 📅 2009 🏛 John Wiley and Sons 🌐 English ⚖ 458 KB

## Abstract **Nicht verboten**: Thermische 4__n__‐Elektronen‐Elektrocyclisierungen von Hückel‐Strukturen verlaufen über „erlaubte“ konrotatorische Pfade. Bei einer Möbius‐Topologie können dagegen die Woodward‐Hoffmann‐Regeln außer Kraft treten, sodass ein „verbotener“ disrotatorischer Pfad bevorzug