THE CHIRAL PURITY OF A TRIAZOLYLKETONE CRYSTALLIZED FROM RACEMIC SOLUTIONS

被引:31
|
作者
DAVEY, RJ [1 ]
BLACK, SN [1 ]
WILLIAMS, LJ [1 ]
MCEWAN, D [1 ]
SADLER, DE [1 ]
机构
[1] ICI FINE CHEM MFG ORG,GRANGEMOUTH FK3 8XG,ENGLAND
关键词
D O I
10.1016/0022-0248(90)90890-W
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The triazolyl ketone (I) crystallises from racemic solutions as a racemic mixture (conglomerate) suggesting that crystallisation offers a simple route to the resolution of its R and S isomers. Analysis of single crystals, however, shows that not only are they rarely chirally pure but also they are highly strained and defective. These phenomena suggest that the stereoselectivity of the growing crystal surface is poor allowing the structure to switch randomly from the R to S isomer. © 1990.
引用
收藏
页码:97 / 102
页数:6
相关论文
共 50 条
  • [1] Synthesis of high purity ammonium alum crystallized from solutions containing impurities
    You, Shaowei
    Guo, Tao
    Liu, Pengfei
    Mao, Xiang
    Zhang, Yifei
    Zhang, Yi
    JOURNAL OF CRYSTAL GROWTH, 2019, 507 : 168 - 174
  • [2] Preparation and characterization of chiral esters from racemic alcohols
    Antonik, Liudmila A.
    Barela, William
    Schelble, Susan M.
    Drotar, AnnaMarie
    Walker, Rosemarie D.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
  • [3] Traceless, chiral triazine coupling reagents for synthesis of peptides from racemic amino acids with fully predictable optical purity and configuration of product
    Kaminski, Zbigniew
    Kolesinska, Beata
    JOURNAL OF PEPTIDE SCIENCE, 2008, 14 (08) : 66 - 66
  • [4] Enantioselective sorption of the chiral fungicide metalaxyl on soil from non-racemic aqueous solutions: Environmental implications
    Celis, Rafael
    Gamiz, Beatriz
    Facenda, Gracia
    Hermosin, Maria C.
    JOURNAL OF HAZARDOUS MATERIALS, 2015, 300 : 581 - 589
  • [5] Optical discrimination of racemic from achiral solutions
    Steinbacher, Andreas
    Nuernberger, Patrick
    Brixner, Tobias
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2015, 17 (09) : 6340 - 6346
  • [6] SYNTHESIS OF CHIRAL AND RACEMIC FUNCTIONAL POLYMERS FROM GLYCIDOL AND THIOGLYCIDOL
    TATON, D
    LEBORGNE, A
    SEPULCHRE, M
    SPASSKY, N
    MACROMOLECULAR CHEMISTRY AND PHYSICS, 1994, 195 (01) : 139 - 148
  • [7] ASYMMETRIC SYNTHESES FROM CHIRAL NON-RACEMIC OXAZOLINES
    MEYERS, AL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1974, : 34 - 34
  • [8] ASYMMETRIC SYNTHESIS OF AMINES FROM CHIRAL NITRILES AND RACEMIC ALCOHOLS
    TOMASIK, W
    BELZECKI, C
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (03) : 86 - 87
  • [9] Organocatalytic Enantioselective Synthesis of Chiral Diarylmethylamines from Racemic Alcohols
    Chen, Min
    Han, Yaodong
    Ma, Dengke
    Wang, Yong
    Lai, Zengwei
    Sun, Jianwei
    CHINESE JOURNAL OF CHEMISTRY, 2018, 36 (07) : 587 - 593
  • [10] Purity drop in optical resolution of racemic mixtures
    Matsuoka, M
    SEPARATION AND PURIFICATION BY CRYSTALLIZATION, 1997, 667 : 59 - 72