Abstract
The Diels–Alder reaction of hexabromo- and 5,5-dimethoxytetrabromo-1,3-cyclopentadienes with para-substituted allyl benzoates occurs with high stereoselectivity, yielding the corresponding endo adducts. The kinetics of this reaction were studied, and its activation parameters were determined. The reaction is favored by the presence of both electron-donor and electron-acceptor substituents in the aromatic ring. The diene–dienophile system was assumed to react according to the “neutral” pattern.
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Magerramov, A.M., Mustafaev, A.M., Velieva, G.K. et al. Polybromocyclopentadienes in Diels–Alder Reactions. Reactions of Hexabromo- and 5,5-Dimethoxytetrabromo-1,3-cyclopentadienes with para-Substituted Allyl Benzoates. Russian Journal of Organic Chemistry 40, 482–488 (2004). https://doi.org/10.1023/B:RUJO.0000036067.14248.8f
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DOI: https://doi.org/10.1023/B:RUJO.0000036067.14248.8f