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Tested with a representative set of racemic analytes, the title compounds induced shift nonequivalence effects in <jats:sup>1<\/jats:sup>H NMR signals with values up to 0.1\u20130.2 ppm for 3,5\u2010dinitrobenzoyl\u2010substituted amino acids. In terms of enantiodifferentiation extent and application range, introduction of a phosphate group was proven to be superior compared to the action of nonmodified quinine. Interestingly, a temperature decrease to reach the slow exchange conditions also produced nonequivalences in the <jats:sup>31<\/jats:sup>P NMR spectra of the selectors. Comprehensive NMR analysis showed the existence of two conformations (closed 1 and 2) for both quinines in their free forms and the open 3 arrangement for the protonated ones. The crystal structure of diethylphosphorylquinine hydrochloride dichloromethane hemisolvate revealed a similar conformation to that observed in solution. Structures of complexes of phosphorylated quinines with selected ligands were determined with the use of NMR\u2010based molecular modeling studies. 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