ISSN:
0899-0042
Keywords:
13C NMR
;
chiral recognition difference
;
elution order
;
cellulose tris(4-methylbenzoate)
;
1-phenylethanol
;
1-indanol
;
1,2,3,4-tetrahydro-1-naphthol
;
glutethimide
;
Tröger's base
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
To elucidate chiral recognition difference between pairs of enantiomers which interacted with a cellulosic stationary phase of chiral discrimination high performance liquid chromatography (HPLC), 13C NMR spectroscopy was applied for enantiomers of 1-phenylethanol, 1-indanol, 1,2,3,4,-tetrahydro-1-naphthol, glutethimide, and Tröger's base. Their 13C nuclear spin-spin relaxation times (T2Cs) and spectra were obtained in deuterated HPLC solvents in the presence of column packing material made of cellulose tris(4-methylbenzoate) coated on silica gel. The first-eluted enantiomers on the HPLC showed longer T2Cs and stronger signal intensities of 13C NMR spectra than the second-eluted enantiomers. These results indicated that the chiral recognition difference of enantiomers was observed by their T2Cs and intensities of 13C NMR spectra. The T2C difference was found to reflect the retention order of enantiomers on the chiral HPLC column. © 1996 Wiley-Liss, Inc.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
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