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Published on: April 2, 2018
Separation of Alkyne Enantiomers by Chiral Column HPLC Analysis of Their Cobalt-Complexes
Qiaoyun Liu1, Jing Wang2,3, Junfei Li4
1School of Chemistry and Material Science, Shanxi Normal University, 1 Gongyuan Street, Linfen, Shanxi 041004, China. liuqy@sxnu.edu.cn.
Abstract:
Separation of the enantiomers of new chiral alkynes in strategic syntheses and bioorthogonal studies is always problematic. The chiral column high-performance liquid chromatography (HPLC) method in general could not be directly used to resolve such substrates, since the differentiation of the alkyne segment with the other alkane/alkene segment is not significant in the stationary phase, and the alkyne group is not a good UV chromophore. Usually, a pre-column derivatization reaction with a tedious workup procedure is needed. Making use of easily-prepared stable alkyne-cobalt-complexes, we developed a simple and general method by analyzing the in situ generated cobalt-complex of chiral alkynes using chiral column HPLC. This new method is especially suitable for the alkynes without chromophores and other derivable groups.
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