INTRAMOLECULAR ELECTRONIC AND HYDROGEN-BONDING INTERACTIONS IN N,N'-DIMETHYL-2,3-DI-O-METHYL-L-TARTARAMIDE

The changes in energy of the N,N'-dimethyl-2,3-di-O-methyl-L-tartarami de, model compound of polytartaramides based on 2,3-di-O-methyl-L-tart aric acid and 1,n-alkanediamine, have been analyzed by ab initio quant um mechanical calculations. The influences of the gauche oxygen effect have been investigated in the gas phase as well as in aqueous, chloro form, and carbon tetrachloride solutions. The results indicate that po larizable environments enhance the gauche oxygen effect, but the amoun t of stabilization depends on the electronic characteristics of the so lvent.