A tetracyclic thiophene trimer synthesis and mechanism of formation

A tetracyclic thiophene trimer synthesis and mechanism of formation

Under strong acidic conditions, 2,5-dimethylthiophene forms a tetracyclic trimer almost quantitatively whose peculiar structure could be elucidated by X-ray analysis. In addition, by means of quantum mechanical calculations, a sound mechanistic picture of the reaction pathway is proposed.

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Veröffentlicht in:Tetrahedron letters 2013-05, Vol.54 (21), p.2696-2698
Hauptverfasser: Berner, Heinz, Erker, Thomas, Handler, Norbert, Leisser, Klaus, Nemec, Stephanie, Reischl, Wolfgang, Wurst, Klaus
Format: Artikel
Sprache:eng
Schlagworte:
2,5-Dimethylthiophene
Mathematical analysis
Mechanism
Quantum mechanics
Quantum-chemical calculation
Sound
Synthesis (chemistry)
Tetrahedrons
Thiophenes
Trimerization
Trimers
X-rays
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Beschreibung
Zusammenfassung:Under strong acidic conditions, 2,5-dimethylthiophene forms a tetracyclic trimer almost quantitatively whose peculiar structure could be elucidated by X-ray analysis. In addition, by means of quantum mechanical calculations, a sound mechanistic picture of the reaction pathway is proposed.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2013.03.071