A Substituent Chemical Shift (SCS) Effect Study by 13C and 19F NMR of para-Substituted Phenylhalodiazirines

Article abstract of DOI:10.1002/mrc.1260251018

A range of 3-(para-substituted-phenyl)-3-halodiazirines have been prepared and their 13C and 19F NMR spectra measured.Calculated with these data were the susceptibility coefficients ρ₁ and ρ_R of the inductive (?₁) and resonance (?_R⁰) effects, respectively, to substituent-induced chemical shift differences at the diazirine carbon (13C NMR) and the 3-fluorine(19F NMR of the 3-fluorodiazirine series).An inverse relationship was found between the suceptibility parameters and the electronegativity of the halo substituent at the diazirine carbon. KET WORDS - 13C NMR 19F NMR substituent induced chemical shifts p-substituted phenylhalodiazirines