PROTON-RESONANCE SPECTRA AND SUBSTITUENT-INDUCED CHEMICAL-SHIFTS OF 3-HALOCAMPHORS

Complete signal assignments of high-field H-1 NMR spectra for 3-halosu bstituted camphors (endo and exo) are presented, allowing a refinement of a previous analysis for the chloro (endo and exo) and bromo (endo) derivatives. in addition, still unpublished data for the dichloro and exo-fluoro derivatives and for three new compounds (endo-fluoro, endo - and exo-iodo), in addition to a revised assignment of the camphor pa rent molecule, are reported. The precise substituent-induced chemical shifts (SCS) obtained for these difunctional systems are examined on t he basis of well known transmission mechanisms aided by correlations w ith steric and electronic parameters, and taking into account SCS data from monohaloalkanes and the calculated molecular geometry data (usin g the AM1 method).