Investigation of a tartaric acid-based linear polyamide and dimer as chiral selectors in liquid chromatography

A twin selector for enantioselective liquid chromatography based on O,O′‐bis(dimethyl)benzoyl tartaric diamide was synthesized and compared to commercially available Kromasil CHI‐DMB (O,O′‐bis(dimethyl)benzoyl tartaric diamide). A linear polyamide based on the same tartaric acid derivative was also...

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Bibliographic Details
Published in:Chirality (New York, N.Y.) Vol. 17; no. 2; pp. 79 - 84
Main Authors: Oxelbark, Joakim, Gidlund, Peter
Format: Journal Article
Language:English
Published: Hoboken Wiley Subscription Services, Inc., A Wiley Company 2005
Subjects:
Analytical Chemistry
Analytisk kemi
Annan klinisk medicin
branched selector
CD spectroscopy
chiral chromatography
Chromatography, Liquid
Circular Dichroism
diamines
Dimerization
enantiomers
enantioselective chromatography
Farmaceutiska vetenskaper
hplc
Molecular Structure
Nylons - chemistry
Organic Chemistry
Organisk kemi
Other Clinical Medicine
Pharmaceutical Sciences
poly(tartaramide)
separation
silica
stationary phases
Stereoisomerism
synthetic-polymers
Tartrates - chemistry
twin selector
ISSN:0899-0042, 1520-636X
Online Access:Get full text
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Summary:A twin selector for enantioselective liquid chromatography based on O,O′‐bis(dimethyl)benzoyl tartaric diamide was synthesized and compared to commercially available Kromasil CHI‐DMB (O,O′‐bis(dimethyl)benzoyl tartaric diamide). A linear polyamide based on the same tartaric acid derivative was also synthesized, immobilized on silica, and evaluated as stationary phase. The twin selector was immobilized as a brush‐type phase, with similar bonding chemistry as in Kromasil CHI‐DMB. It was shown to exhibit lower resolution power than Kromasil CHI‐DMB. However, retention and separation factors obtained on the respective sorbents were shown to exhibit interdependence. CD spectra of the twin selector give no indication that the respective branches interact in the solvent mixtures employed for chromatography. The linear polyamide showed lower enantioselectivity and higher retention than Kromasil CHI‐DMB. Chirality 17:79–84, 2005. © 2005 Wiley‐Liss, Inc.
Bibliography:Astra Zeneca R&D, EKA Chemicals AB, Selchem
istex:454A57EB6E59186B90D6B0EC70D8BA829645A46D
ark:/67375/WNG-F1NWHDL3-L
ArticleID:CHIR20106
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0899-0042
1520-636X
DOI:10.1002/chir.20106