Deuterium isotope effects in propylene and ethylene ozonide

The proton NMR spectra of four deuteriated species of propylene ozonide and five of ethylene ozonide were analysed. The deuterium isotope shifts were 0.0140 ppm (H gem to D), 0.0034 ppm (H trans to D) and 0.0015 ppm (H cis to D) for propylene ozonide. The same trends were observed in ethylene ozonide. The isotope shifts were not additive when two geminal protons were substituted by deuterium. The relative intensities of microwave rotational and proton NMR transitions were compared for propylene ozonide-d1 prepared stereoselectively in order to assign unambiguously its chemical shifts and spin-spin splittings. (author)