This project involves the study of 3-halo-2-hydroxy-tetrahydropyran (halo = F, Cl, Br and I), through NMR and IR spectroscopies, supported by electronic structure calculations. The compounds will be synthesized and identified by their 1H and 13C NMR spectra. Low temperature 1H NMR experiments will be performed to determine experimentally the conformer population. The theoretical calculations will be performed through Density Funcional Theory (DFT) applying B3LYP hybrid functional and also ab inito theory will be applying using MP2 method, for both theory aug-cc-pVTZ basis set will be applied to obtain geometry and energy for the most stable conformers in the vapor phase. NBO (natural bond orbitals) and QTAIM analysis will be applied to allow us to find out which stereoelectronic interactions are responsible by conformational stability.
News published in Agência FAPESP Newsletter about the scholarship: