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CD and UV spectra of four chiral 11-cis-retinal Schiff bases obtained by condensing the aldehyde with asymmetric amines are used to gain structural information about the polyene conformation. The spectra are temperature-dependent indicating the same 12-s-cis/trans equilibrium as in 11-cis-retinal. In addition, CD absorptions arise at lower temperatures whose only origin is the inherent dissymmetric nature of the retinylidene Chromophore. CNDO /S-calculations performed on the basis of force-field optimized geometries give results which can partially be rationalized on the basis of experimental data. Quantitative agreement is obtained in the case of chiral hydrogen-bonded dimers.

Strukturuntersuchungen an chiralen Schiff-Basen des 11-cis-Retinals/Structure Investigation of Chiral Schiff Bases of 11-cis-Retinal