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
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Tubitak Scientific & Technological Research Council Turkey
Erişim Hakkı
info:eu-repo/semantics/openAccess
Özet
Two novel C-2-symmetric chiral diamines containing alpha-phenylethyl and alpha-(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 H-1 NMR titration method. These ligands exhibited strong complexation (with K-f up to 2481 M-1) and good enantioselectivity (up to K-L/K-D = 4.08) towards the mandelic acid enantiomers. The results show that simple structured and easily accessible acyclic C-2-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
Enantiomeric Recognition, C-2 Symmetric, Chiral Diamines, Amino Acids, Mandelic Acid, Nmr Titration
Kaynak
Turkish Journal of Chemistry
WoS Q Değeri
Q3
Scopus Q Değeri
Q3
Cilt
37
Sayı
3