CONFORMATIONAL AND ELECTRONIC INTERACTION STUDIES OF SOME (ALKYLTHIO)-SUBSTITUTED PROPANONES AND THEIR MONO- AND DI-OXIDATED DERIVATIVES

Abstract

The analysis of the carbonyl frequency shifts hyperconjugative parameters (ΔV _H) along with the Non-Additivity Effect of the α-methylene carbon chemical shifts for the ethylthio- (1), ethylsulfinyl-(2) and ethylsulfonyl- (3) propanones indicated the occurrence of both π∗ CO/^σ C-SO_n and ^πCO/^σ∗C -SO_n interaction in the ground state of their gauche conformers. The bathochromicaly shifted n → ^π∗CO transition of the title compounds in relation to the parent compound indicated the existence of the ^π∗CO/^σ∗C-SO_n interaction in the excited state of their gauche rotamers.