Aral, HayriyeAral, TarıkÇolak, MehmetZiyadanoğulları, BerrinZiyadanoğulları, Recep2019-06-212019-06-212013-07-08Aral, H., Aral, T., Colak, M., ZİYADANOĞULLARI, B., ZİYADANOĞULLARI, R. (2013). C_2-Symmetric chiral diamine ligands for enantiomeric recognition of amino acid esters and mandelic acid by proton NMR titration method. Turkish Journal of Chemistry, 37(3), pp. 374-382. https://doi.org/10.3906/kim-1207-581300-05271303-6130https://doi.org/10.3906/kim-1207-58https://hdl.handle.net/20.500.12402/2102Two novel C2 -symmetric chiral diamines containing α-phenylethyl and α-(1-naphthyl)ethyl chiral subunits were prepared with quantitative yields. Enantiomeric recognition properties of these simple structured diamine ligands towards D- and L-amino acid esters and D- and L-mandelic acid were examined by the 1H NMR titration method. These ligands exhibited strong complexation (with Kf up to 2481 M-1) and good enantioselectivity (up to KL /KD = 4.08) towards the mandelic acid enantiomers. The results show that simple structured and easily accessible acyclic C2 -symmetrical compounds can also be used for enantiomeric recognition of racemic amino acids and mandelic acid in addition to complex molecules such as crown ethers and other cyclic molecules.eninfo:eu-repo/semantics/openAccessAttribution-ShareAlike 3.0 United StatesAmino AcidsC2 SymmetricChiral DiaminesEnantiomeric RecognitionMandelic AcidNMR TitrationC2-Symmetric chiral diamine ligands for enantiomeric recognition of amino acid esters and mandelic acid by proton nmr titration methodArticle373374382Q3Q3