Octacyclopropylcubane and Some of Its Isomers

Octacyclopropylcubane and Some of Its Isomers

Decorator rocket fuel? Tricyclooctadiene 1, easily prepared in a single‐pot operation from dicyclopropylethyne in 67 % yield, upon irradiation in pentane solution undergoes an intramolecular [2+2] cycloaddition to give octacyclopropylcubane (2) in remarkably good yield (48 %). The new cubane derivat...

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Veröffentlicht in:Angewandte Chemie International Edition 2007-06, Vol.46 (24), p.4574-4576
Hauptverfasser: de Meijere, Armin, Redlich, Stefan, Frank, Daniel, Magull, Jörg, Hofmeister, Anja, Menzel, Henning, König, Burkhard, Svoboda, Jiri
Format: Artikel
Sprache:eng
Schlagworte:
cage compounds
cyclopropanes
photochemistry
strained molecules
thermal isomerization
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Zusammenfassung:Decorator rocket fuel? Tricyclooctadiene 1, easily prepared in a single‐pot operation from dicyclopropylethyne in 67 % yield, upon irradiation in pentane solution undergoes an intramolecular [2+2] cycloaddition to give octacyclopropylcubane (2) in remarkably good yield (48 %). The new cubane derivative with an overall strain energy of >390 kcal mol−1 displays unique physical and chemical properties.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200605150