Abstract
Optical rotatory dispersion and circular dichroism curves of sixteen members of N-salicylideneamino-sugars were meaured in methanol and, in part, in dioxane. It was found for the D-glucose derivatives that the positive Cotton effects near 405, 315 and 255 mμ were correlated with the D (S) configuration of the C-2 chromophore and that the negative sign with the L (R) configuration of the C-1 and C-3 chromophores. The Schiff bases showing strong absorption at 405mμ exhibited strong Cotton effect near 405mμ, which was qualitatively interpreted in terms of the intramolecular hydrogen bonding asymmetric solvation to the optically active azomethine. The optical rotatory dispersion curves of poly-N-salicylidene derivatives were determined not only by the rotatory power of the individual chromophores but by relative amounts of tautomers equilibrated in solution.
