Pair of diastereomeric uranyl salen cavitands displaying opposite enantiodiscrimination of α-amino acid ammonium salts.
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).
Dipartimento di Scienze Chimiche, Università di Catania, viale A. Doria 6, 95125 Catania, Italy. andrea.pappalardo@unict.it
Andrea
A
Pappalardo
Maria E
ME
Amato
Francesco P
FP
Ballistreri
Gaetano A
GA
Tomaselli
Rosa Maria
RM
Toscano
Giuseppe
G
Trusso Sfrazzetto
D000596:Amino Acids / Q000737:chemistry*; D004988:Ethers, Cyclic / Q000737:chemistry*; D005029:Ethylenediamines / Q000737:chemistry*; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D012118:Resorcinols / Q000737:chemistry*; D013237:Stereoisomerism; D014501:Uranium / Q000737:chemistry*
D000596:Amino Acids; D004988:Ethers, Cyclic; D005029:Ethylenediamines; D009942:Organometallic Compounds; D000644:Quaternary Ammonium Compounds; D012118:Resorcinols; C442939:cavitand; D014501:Uranium; C011452:disalicylaldehyde ethylenediamine