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Homochiral metal‐organic frameworks based on amino acid ligands for HPLC separation of enantiomers
Author(s) -
Zhang JunHui,
g RuiYu,
Xie ShengMing,
Wang BangJin,
Ai Ping,
Yuan LiMing
Publication year - 2017
Publication title -
electrophoresis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.666
H-Index - 158
eISSN - 1522-2683
pISSN - 0173-0835
DOI - 10.1002/elps.201700122
Subject(s) - enantiomer , enantiopure drug , chemistry , amino acid , high performance liquid chromatography , metal organic framework , hexane , metal ions in aqueous solution , tryptophan , metal , organic chemistry , chromatography , enantioselective synthesis , catalysis , adsorption , biochemistry
Natural amino acids are well known to form coordination polymers with transition metal ions. In this study, six homochiral metal‐organic frameworks constructed from Zn 2+ or Co 2+ ions and various enantiopure amino acid (L‐tyrosine, L‐histidine, L‐tryptophan and L‐glutamic acid), namely [Zn(L‐tyr)] n (L‐tyrZn), [Zn 4 (btc) 2 (Hbtc)(L‐His) 2 (H 2 O) 4 ]·1.5H 2 O, {[Zn 2 (L‐trp) 2 (bpe) 2 (H 2 O) 2 ]·2H 2 O·2NO 3 } n , [Co 2 (L‐Trp)(INT) 2 (H 2 O) 2 (ClO 4 )], [Co 2 (sdba)((L‐Trp) 2 ] and [Co(L‐Glu)(H 2 O)·H 2 O] ∞ , were synthesized according to the methods previously reported in the literature. The six homochiral MOFs were explored as the chiral stationary phases for high‐performance liquid chromatographic separation of enantiomers using hexane/isopropanol or hexane/dichloromethane as mobile phase. Various types of enantiomers such as alcohols, amines, ketones, ethers, organic acids, etc. can be resolved on these homochiral MOF columns. The results revealed that the enantioseletivities of homochiral MOFs based on amino acids as chiral bridging ligands used as stationary phases are practical in HPLC.

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