Ab initio molecular orbitals studies and NBO analysis of conformational preference in 2-hydroxypiperidine

The stereoelectronic interactions originating from the hyperconjugation and coulomb energies and also the conformational and structural properties of 2-hydroxypiperidine have been investigated using both ab initio MO and DFT methods. The results showed that the conformational preference is better interpreted in terms of electrostatic interactions and steric effects, rather than hyperconjugation or anomeric effects.