PREPARATION, RESOLUTION AND ABSOLUTE-CONFIGURATION OF 2,2'-BIPYRIDINE-3,3'-DICARBOXYLIC ACID 1,1'-DIOXIDE AND ITS ESTER

Authors
TICHY M ZAVADA J PODLAHA J VOJTISEK P
Citation
M. Tichy et al., PREPARATION, RESOLUTION AND ABSOLUTE-CONFIGURATION OF 2,2'-BIPYRIDINE-3,3'-DICARBOXYLIC ACID 1,1'-DIOXIDE AND ITS ESTER, Tetrahedron : asymmetry, 6(6), 1995, pp. 1279-1282
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
6
Year of publication
1995
Pages
1279 - 1282
Database
ISI
SICI code
0957-4166(1995)6:6<1279:PRAAO2>2.0.ZU;2-5
Abstract
The title racemic acid (+/-)-1, prepared by hydrogen peroxide oxidatio n of 2,2'-bipyridine-3,3'-dicarboxylic acid, was resolved via the bruc ine salts. The absolute configuration of acid (+)-1 was determined by X-ray diffraction study of its barium salt using the Bijvoet's anomalo us dispersion method. The activation energy Delta G not equal for inte rconversion of enantiomers of the dimethyl ester 2 was found to be -10 6.5 kJ/mol at 50 degrees C.