Synthesis and 1H and 13C NMR spectral study of some r(2),c(4)-bis(isopropylcarbonyl)-c(5)-hydroxy-t(5)-methyl-t(3)-substituted phenyl, cyclohexanones and their oximes

• Substituted cyclohexanones and their oximes.
• Spectral and conformational analysis.
• Long-range coupling exist between OH and H–6a protons.
• Oximation effects.

All the synthesized compounds have been characterized by 1H, 13C, 2D NMR and mass spectral studies. The spectral data suggest that compounds 2, 3, 5 and 6 exist in chair conformation with axial orientation of the hydroxyl group and equatorial orientations of all the other substituent. Long-range coupling is observed between OH proton to H–6a proton should be in a W arrangement. Compounds 1 and 4 diamagnetic anisotropic effect of the furyl group is not pronounced and absence of long-rang coupling between OH proton to H–6a proton. The oximation effects were discussed to all synthesized compounds using 1H and 13C chemical shifts.

Figure optionsDownload as PowerPoint slide