Application of L-Proline Derivatives as Chiral Shift Reagents for Enantiomeric Recognition of Carboxylic Acids
Küçük Resim Yok
Tarih
2011
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
WILEY
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
Four proline-derived chiral receptors 5-8 were readily synthesized starting from L-proline. The enantiomeric recognition ability of chiral receptors was examined with a series of carboxylic acids by H-1 NMR spectroscopy. The molar ratio and the association constants of the chiral compounds with each of the enantiomers of guest molecules were determined by using Job plots and a nonlinear least-squares fitting method, respectively. The Job plots indicate that the hosts form 1:1 instantaneous complexes with all guests. The receptors exhibited different chiral recognition abilities toward the enantiomers of racemic guests. Among the chiral receptors used in this study, prolinamide 6 was found to be the best chiral shift reagent and is effective for the determination of the enantiomeric excess of chiral carboxylic acids. Chirality 23:463-471, 2011. (C) 2011 Wiley-Liss, Inc.
Açıklama
Anahtar Kelimeler
chiral recognition, L-proline, carboxylic acid, NMR titration, enantiomeric excess
Kaynak
CHIRALITY
WoS Q Değeri
Q2
Scopus Q Değeri
Q3
Cilt
23
Sayı
6
