C2-Symmetric chiral diamine ligands for enantiomeric recognition of amino acid esters and mandelic acid by proton nmr titration method
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Tarih
2013-07-08
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
TÜBİTAK
Erişim Hakkı
info:eu-repo/semantics/openAccess
Attribution-ShareAlike 3.0 United States
Attribution-ShareAlike 3.0 United States
Özet
Two 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.
Açıklama
Anahtar Kelimeler
Amino Acids, C2 Symmetric, Chiral Diamines, Enantiomeric Recognition, Mandelic Acid, NMR Titration
Kaynak
WoS Q Değeri
Q3
Scopus Q Değeri
Q3
Cilt
37
Sayı
3
Künye
Aral, 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-1207-58