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

被引:25
|
作者
TICHY, M [1 ]
ZAVADA, J [1 ]
PODLAHA, J [1 ]
VOJTISEK, P [1 ]
机构
[1] CHARLES UNIV,DEPT INORGAN CHEM,CR-12840 PRAGUE 2,CZECH REPUBLIC
关键词
D O I
10.1016/0957-4166(95)00160-Q
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The title racemic acid (+/-)-1, prepared by hydrogen peroxide oxidation of 2,2'-bipyridine-3,3'-dicarboxylic acid, was resolved via the brucine salts. The absolute configuration of acid (+)-1 was determined by X-ray diffraction study of its barium salt using the Bijvoet's anomalous dispersion method. The activation energy Delta G not equal for interconversion of enantiomers of the dimethyl ester 2 was found to be -106.5 kJ/mol at 50 degrees C.
引用
收藏
页码:1279 / 1282
页数:4
相关论文
共 50 条
  • [31] SOME RARE EARTH COMPLEXES OF 2,2'-BIPYRIDINE 1,1'-DIOXIDE
    MEHS, DM
    MADAN, SK
    [J]. JOURNAL OF INORGANIC & NUCLEAR CHEMISTRY, 1968, 30 (11): : 3017 - &
  • [32] A REVISED ABSOLUTE-CONFIGURATION OF 2-HYDROXY-1,1'-BINAPHTHYL
    KABUTO, K
    YASUHARA, F
    YAMAGUCHI, S
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1983, 56 (04) : 1263 - 1264
  • [33] Synthesis, Electrochemical and Fluorescent Properties of a New Zinc(Ⅱ) Complex through Self-assembly Reaction of 2,2'-Bipyridine-3,3'-dicarboxylic Acid
    谭雄文
    李昶红
    李衡峰
    杨颖群
    [J]. Chinese Journal of Structural Chemistry, 2017, 36 (02) : 310 - 315
  • [34] 3-D lanthanide-organic frameworks constructed by 2,2′-bipyridine-3,3′-dicarboxylic acid and oxalic acid: Structure, photoluminescence and luminescent sensing properties
    Li, Chao
    Yue, Qing
    Xu, Yan
    Ping, Enming
    Zhang, Lijuan
    Zhou, Yunshan
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 2020, 1209
  • [35] Axially chiral 3,3′-bi(1-benzothiophene)-2,2′-dicarboxylic acid and its derivatives
    Mézlová, M
    Petrícková, H
    Malon, P
    Kozmík, V
    Svoboda, J
    [J]. COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 2003, 68 (05) : 1020 - 1038
  • [36] Conformational inversion of 2,2′-bipyridine 1,1′-dioxide chelate ring in a series of (2,2′,2"-triaminotriethylamine) (4,4′-disubstituted-2,2′-bipyridine 1,1′-dioxide)cobalt(III) complexes
    Kanno, H
    Yamada, M
    Nakata, K
    Nishimura, M
    [J]. INORGANICA CHIMICA ACTA, 2001, 318 (1-2) : 181 - 185
  • [37] RESOLUTION AND ABSOLUTE-CONFIGURATION OF 1-ETHYL-1-METHYL-2-PROPYNYLAMINE
    RINGDAHL, B
    DAHLBOM, R
    [J]. ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1976, 30 (10): : 993 - 994
  • [38] Resolution and determination of the absolute configuration of 3,3′4,4′-tetramethyl-1,1′-diphosphaferrocene-2-carboxylic acid
    Klys, A
    Zakrzewski, J
    Rybarczyk-Pirek, A
    Olszak, TA
    [J]. TETRAHEDRON-ASYMMETRY, 2001, 12 (04) : 533 - +
  • [39] CONVENIENT OPTICAL RESOLUTION OF AXIALLY CHIRAL 1,1'-BINAPHTHYL-2,2'-DICARBOXYLIC ACID
    KANOH, S
    HONGOH, Y
    MOTOI, M
    SUDA, H
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1988, 61 (03) : 1032 - 1034
  • [40] A Series of CuII-LnIII Metal-Organic Frameworks Based on 2,2'-Bipyridine-3,3'-dicarboxylic Acid: Syntheses, Structures, and Magnetic Properties
    Liu, Ke
    Zhou, Jing-Min
    Li, Hui-Min
    Xu, Na
    Cheng, Peng
    [J]. CRYSTAL GROWTH & DESIGN, 2014, 14 (12) : 6409 - 6420