Stereochemical Assignment by Nmr Spectroscopy. Diels-Akler Adducts of p-Benzoquinone with Cyclic Dienes

Department of Chemistry, Banaras Hindu University, Varanasi-221 005 Nmr spectroscopy has been employed to demonstrate the stereochemistry of Diels-Aider adducts of p-benzoquinone with substituted anthracenes by transforming the mono adducts into his adducts. Restricted rotation about N-CO bonds and a preferred trans arrangement has been proposed for the C(1)-diacetamido group in 1-diacetamidoanthracene-p-benzoquinone adduct. It has been observed that the spectral pattern may not be diagnostic in configurational assignment of his adducts of p-benzoquinone with similar dienes bat may provide valuable information about the adducts with dissimilar dienes