Effect of solvent change on chemical shifts of 4-benzyl-4-hydroxypiperidines

Abstract

4-Benzyl-4-hydroxypiperidines 1-8 have been synthesized through Mannich reaction and were characterized through high resolution 1H and 13C NMR spectra in CDCl3.The conformational studies of the above eight compounds have been thoroughly done by using proton and 13C spectral data and the assigned conformations were also supported by Hybrid HF/DFT B3LYP/6-3G* calculations. These results are published earlier by us. In order to study the effect of solvent on the chemical shifts of these piperidines, 1H NMR spectra were recorded in C6D6 and DMSO-d6. The effect of change of solvents results appreciable change in the chemical shifts of various protons in the title compounds.