- Pair of diastereomeric uranyl salen cavitands displaying opposite enantiodiscrimination of α-amino acid ammonium salts.
Pair of diastereomeric uranyl salen cavitands displaying opposite enantiodiscrimination of α-amino acid ammonium salts.
The Journal of organic chemistry (2012-08-16)
Andrea Pappalardo, Maria E Amato, Francesco P Ballistreri, Gaetano A Tomaselli, Rosa Maria Toscano, Giuseppe Trusso Sfrazzetto
PMID22892015
ABSTRACT
A pair of diastereomeric salen cavitands and their uranyl complexes combine a chiral (R,R) salen bridge and an inherent chiral tris-bridged quinoxaline cup within the same molecule. Whereas the free ligands show a preference for the same enantiomer of an α-amino acid pair, the corresponding UO(2) complexes display opposite enantiodiscrimination and exceptionally high enantioselectivities (K(D)/K(L) = 26.4).
MATERIALS