Structural features of Novel 2,6-diarylpiperidin-4-ones derived from the methyl ether of raspberry ketone: Investigation through spectral, single crystal and DFT studies

Abstract

Raspberry ketone has been reported to be an effective antioxidant available naturally. An attempt to incorporate the structural component of the raspberry ketone into the piperidine moiety has been achieved through Mannich condensation. The structural perspectives of the β-aminoketones synthesized were interpreted by the characterization techniques viz. FT-IR, 1D and 2D NMR techniques. The stereochemical aspects of the heterocycles are enunciated with the help of the correlations observed in the 2D NMR spectra. The solid-state geometry is visualized through single crystal X-ray diffraction which is in concordance with the DFT calculations carried out using Gaussian-09 software.