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Abstract
A straightforward and versatile method for the determination of the absolute configuration of vic-amino alcohols is proposed. The proposed method involves the in situ formation of chiral complexes of optically active ephedrine- or adrenaline-type vic-amino alcohols with the achiral dimolybdenum tetraacetate [Mo 2(OAc) 4] acting as an auxiliary chromophore. The resulting CD spectra are suitable for the assignment of absolute configuration, since the observed sign of Cotton effects arising within the d– d absorption bands for the metal cluster depends solely upon the chirality of the amino alcohol ligand. An empirically based rule correlating a positive/negative helicity expressed by the OCCN torsional angle with the sign of Cotton effects occurring in the 400–260 nm spectral range has been formulated.
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