Optical Rotatory Dispersion Curves of Some N-Salicylidene Amino-sugars.

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Abstract
Optical rotatory dispersion and circular dichroism curves of 16 members of N-salicylideneamino-sugars were measured 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 m[mu] 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 405 m[mu]. exhibited strong Cotton effect near 405 mu, which was qualitatively interpreted in terms of the intramolecular hydrogen bonding asymmetric solvation to the optically active azo-methine. 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.

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