Conformational Behaviors of 2,6-dihalotetrahydrothiopyran-S-oxides and their analogous; encounter between stereoelectronic and steric effects

General rules controlling the interaction of molecular orbitals in space are important forunderstanding molecular properties and chemical reactivity[1]. The generalized anomericeffect is due to the conformational preference of a gauche structure over an anti structure formolecules with a R-X-C-Y form[2] where X and Y stand for heteroatoms and halogensrespectively. Stereoelectronic interactions associated with the Anomeric effect and also thestructural and conformational properties of 2,6-dihalo tetrahydrothiopyran-S-oxides and2,6-dihalotetrahydroselenapyran-S-oxides were studied using quantum mechanicalmethods(see Fig. 1). In this work, the connection between the GAE, occupancies, acceptorand donor orbital energies, structural parameters, dipole-dipole interactions, andconformational behavior of the compounds have been studied.