Fourier transform infrared spectroscopic characterization of complexes of carbamoylated quinidine chiral selector and N-derivatized leucine enantiomers in solution: Evidence for stereoselective intermolecular interactions Original Research Article

Fourier transform infrared (FT-IR) spectra of 1 : 1 complexes of O-allylcarbamoyl-10,11-dihydroquinidine with (S) and (R) enantiomers of N-3,5-dinitrobenzoyl (DNB) and N-2,4-dinitrophenyl (DNP) protected leucine (Leu) and N-methyl leucine (N-Me-Leu), respectively, as well as of the pure binding partners are reported. For the study of the various intermolecular interaction effects, IR spectra were monitored in acetonitrile and acetonitrile/water solutions using attenuated total reflectance with a cylindrical internal reflection cell. The results of the FT-IR measurements are correlated with findings of liquid chromatographic studies in which O-allylcarbamoyl-10,11-dihydroquinidine is used as a chiral selector immobilized onto silica for the direct chromatographic enantioseparation of N-derivatized amino acids.