Application of NMR methods for the structure elucidation of a chiral bis-isochroman compound
Absztrakt
My aim in the thesis was to expand my knowledge about how NMR technique works and to do the NMR assignment for a potentially biological active compound, a chiral bis-isochroman. This project enabled me to see the power of NMR methods in structure elucidation. To achieve the goals, 1D 1H, J-modulated 13C and 2D COSY, ROESY, HSQC, and HMBC NMR experiments were acquired. I analyzed the measured spectra in the software Bruker TopSpin 4.1.4. As the spectra gave detailed information about how the structure atoms are connected, I could make full 1H and 13C resonance assignment of the compound, verifying its constitution. After that I could identify characteristic ROESY cross peaks between 1, 3 and 1’, 3’ protons, which clearly shows the stereochemistry within the compound as the hydrogens are in cis orientation, and thus confirms the relative configuration of the molecule.