What is it about?
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 UO2 complexes display opposite enantiodiscrimination and exceptionally high enantioselectivities (KD/KL = 26.4)
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Why is it important?
the possibility to recognise chiral molecules with supramolecular assembly is a bugeorning field with possible application in catalysis and sensing
Perspectives
Supramolecular chiral hosts are similar, from a geometric point of view, to enzyme, thus the development of similar receptors pave the way to the realization of artificial enzymes
Dr Giuseppe Trusso Sfrazzetto
University of Catania
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This page is a summary of: Pair of Diastereomeric Uranyl Salen Cavitands Displaying Opposite Enantiodiscrimination of α-Amino Acid Ammonium Salts, The Journal of Organic Chemistry, August 2012, American Chemical Society (ACS),
DOI: 10.1021/jo301098d.
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