Conformational analysis about the N-N bond by P.M.R. spectroscopy: N'-derivatives of N-amino-1,2,3,4-tetrahydro-9-oxo-1,4-ethanonaphthalene-endo-2,3-dicarboximide

Abstract

A series of N?-derivatives of N-amino-1,2,3,4-tetrahydro-9-oxo-1,4- ethanonaphthalene-endo-2,3-dicarboximide have been prepared and their p.m.r. spectra studied. The non-planar ?cage-moiety? structure has been used in the conformational study. Temperature dependent spectral changes have been related to conformational changes about the N-N bond.     The endo configuration of the major product obtained in Diels-Alder addition of maleic anhydride on β-naphthol has been strongly evidenced.