9,10-[1,4-Dihydrosubstituted-naphthalene-2-oxo-endo /exo-1 ,4-diyl]-N-arylsuccinimide :Configurational Assignment by Pmr Spectroscopy

Department of Chemistry, University of Roorkee. Roorkee-247 667

Manuscript received 27 February 1990, revised 11 June 1990, accepted 3 July 1990

Diels-Alder adducts of maleic anhydride with 2,6-dihydroxynaphthalene, 2,7-dihydroxynaphthalene and 6-bromo-2-naphthol have been converted into their o-tolylimide and 1-naphthylimide derivatives. Restricted rotation and non-planar conformations about the aryl C-N bond in ortho-substituted arylimides have been employed in solving structural problem by pmr spectroscopy.