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• W2002035954 abstract "New enantiopure amines (R,R)-1 and (S,S)-1 were obtained from (R)- or (S)-2,2′-diamino-1,1′-binaphthyl and 2,6-diformylpyridine in a synthesis templated by lead(II) or lanthanide(III) ions, reduction with NaBH4 and subsequent demetallation. Similarly new amines (R,R,R,R)-2 and (S,S,S,S)-2 were obtained from (1R, 2R)- or (1S, 2S)-1,2-diphenylethylenediamine. The X-ray crystal structure of the Pb(II) complex with macrocyclic Schiff base precursor of (R,R)-1 indicates helical twisted conformation of this macrocycle, while the ROESY spectrum of R,R-1 suggests less twisted conformation. (R,R)-1 and (R,R,R,R)-2 were tested as chiral shift reagents (chiral solvating agents) for various α-substituted carboxylic acids, including non steroidal anti-inflammatory drugs. Enantiodiscrimination of carboxylate 1H NMR signals was observed with ΔΔδ values up to 0.1 ppm." @default.
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• W2002035954 date "2012-12-01" @default.
• W2002035954 modified "2023-10-16" @default.
• W2002035954 title "Novel chiral hexaazamacrocycles for the enantiodiscrimination of carboxylic acids" @default.
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• W2002035954 doi "https://doi.org/10.1016/j.tet.2012.09.093" @default.
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