A maltooctaose derivative ("Acyclodextrin") as a chiral stationary phase for enantioselective gas chromatography

The enantiorecognition mechanism of several cyclodextrin derivatives is still not completely rationalized, and the application of acyclic selectors may aid to explain the role of the cavity (typical of the underivatized cyclic selectors) combined with the functional groups introduced by multistep synthesis, Octakis[(3-0,-4 '' O)-butanoyl-(1'-O,2,6-di-O)-n-pentyl]maltooctaose was applied as a chiral stationary phase for gas chromatographic enantioseparation. Selected racemic compounds were enantioseparated also on the acyclic phase. The promising results of this chiral selector [and its direct comparison with the cyclic counterpart octakis(2,6-di-O-n-pentyl-3-O-butanoyl)-y-cyclodextrin (Lipodex E)] suggest the application of other well-known spectroscopic techniques (CD, NMR) to point out further details on the mechanism of enantiorecognition. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).