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13 C nuclear spin‐spin relaxation times ( T 2C s) of enantiomers in the presence of column packing material and solvents for chiral discrimination HPLC
Author(s) -
Oguni Kazuma,
Ito Masaaki,
Isokawa Akira,
Matsumoto Akiko
Publication year - 1996
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/(sici)1520-636x(1996)8:5<372::aid-chir3>3.0.co;2-g
Subject(s) - chemistry , enantiomer , high performance liquid chromatography , chiral column chromatography , elution , chromatography , relaxation (psychology) , cellulose , nmr spectra database , silica gel , column chromatography , analytical chemistry (journal) , spectral line , organic chemistry , psychology , social psychology , physics , astronomy
To elucidate chiral recognition difference between pairs of enantiomers which interacted with a cellulosic stationary phase of chiral discrimination high performance liquid chromatography (HPLC), 13 C NMR spectroscopy was applied for enantiomers of 1‐phenylethanol, 1‐indanol, 1,2,3,4,‐tetrahydro‐1‐naphthol, glutethimide, and Tröger's base. Their 13 C nuclear spin‐spin relaxation times (T 2C s) 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 T 2C s and stronger signal intensities of 13 C NMR spectra than the second‐eluted enantiomers. These results indicated that the chiral recognition difference of enantiomers was observed by their T 2C s and intensities of 13 C NMR spectra. The T 2C difference was found to reflect the retention order of enantiomers on the chiral HPLC column. © 1996 Wiley‐Liss, Inc.