The effect of substituents on the chiral solvating properties of 13 different (S)-1, 6- dialkylpiperazine-2, 5-diones (S)-1a–m and five (3S, 6S)-1, 3, 6-trialkyl analogues (S, S)-1n– r was studied by NMR in CDCl3 with methyl (RS)-N-benzoylleucinate (RS)-2a as the model analyte. Most diketopiperazines exhibited typical resolution, ΔΔδRS-20∼ 0.1 ppm. Increased performance was observed with 6-CH2R substituted compounds (S)-1h–j. The ...
[Cabeza, Javier A.; Cativiela, Carlos; de Villegas, Maria D. Diaz; Oro, Luis A. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988 , p. 1881 - 1884]