Study of the influence of stereoelectronic interactions on the vibrational frequencies of a series of peroxy fluorocarbooxygenated compounds

Stereoelectronic effects were investigated in a series of peroxy fluorocarbooxygenated compounds, using experimental infrared data, theoretical calculations and NBO analysis. The influence of inductive, anomeric and mesomeric interactions over the CO and OO stretching vibrations were evaluated for all the molecules. The carbonylic stretching mode is mainly affected by the inductive interaction, while the lone pair delocalization LpO→σOC∗ shows a stronger influence on the OO stretching vibrations. The mesomeric interaction is relevant in determining the planar geometry of the XC(O)O group around the Csp2 atom.