Axially Chiral Selectors of C2 Symmetry Bound to Silica: Synthesis and HPLC-Evaluation

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Title:Axially Chiral Selectors of C2 Symmetry Bound to Silica: Synthesis and HPLC-Evaluation
Creators:
Tichý, Miloš
Holanová, Jana
Starý, Ivo
Stará, Irena G.
Závada, Jiří
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 60, 4, pp. 645-658

Abstract

<p>Axially chiral biaryl stationary phases (CSPs) of <i>C</i><sub>2</sub> symmetry bound to 3-aminopropyl silica both by ionic and covalent bond were prepared. The separation effectivity of the CSPs so obtained was investigated using 2-acylamino alcohols and biaryl derivatives as analytes. Whereas ionically bound phases derived from biphenyl-2,2'-dicarboxylic or 2,2'-bipyridine-3,3'-dicarboxylic acids (CSP 1, 2, 3 and 4) generally exhibited good resolving performance for 2-acylamino alcohols, they were ineffective for biaryl derivatives. On the other hand, covalent CSPs showed poor selector properties with acylamino alcohols; the binaphthyl CSP 7 resolved some of the biaryl analytes. Phase CSP 6 was completely inactive toward all the compounds tested. Absolute configuration of 4,4',6,6'-tetranitrobiphenyl-2,2'-dicarboxylic acid (<i>II</i>) has been derived from its CD spectrum and some speculations on configuration of bipyridine diacid <i>IV</i> are presented.

Title:Axially Chiral Selectors of C2 Symmetry Bound to Silica: Synthesis and HPLC-Evaluation
Creators:
Tichý, Miloš
Holanová, Jana
Starý, Ivo
Stará, Irena G.
Závada, Jiří
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:60
Number:4
Page Range:pp. 645-658
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19950645UNSPECIFIED
ID Code:753
Item Type:Article
Deposited On:06 Feb 2009 17:03
Last Modified:06 Feb 2009 16:03

Citation

Tichý, Miloš; Holanová, Jana; Starý, Ivo; Stará, Irena G.; Závada, Jiří (1995) Axially Chiral Selectors of C2 Symmetry Bound to Silica: Synthesis and HPLC-Evaluation. Collection of Czechoslovak Chemical Communications, 60 (4). pp. 645-658. ISSN 0010-0765

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