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

Künye