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-d_6. The effect of change of solvents results appreciable change in the chemical shifts of various protons in the title compounds.