Abstract
The reactivity of hexabromocyclopentadiene ( 1) as a diene in the Diels-Alder reaction has been determined with a number of dienophiles. The results of the present study show that 1 behaves as an electron-poor diene in that cyclopentadiene is a more reactive dienophile than maleic anhydride. Qualitatively, 1 has been found to be a less reactive diene than hexachlorocyclopentadiene. Several new Diels-Alder adducts of 5,5-dibromo-1,2,3,4-tetrachlorocyclopentadiene are also reported.
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