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Separation of Alkyne Enantiomers by Chiral Column HPLC Analysis of Their Cobalt-Complexes.


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.

SUBMITTER: Liu Q 

PROVIDER: S-EPMC6155393 | biostudies-literature | 2017 Mar

REPOSITORIES: biostudies-literature

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Separation of Alkyne Enantiomers by Chiral Column HPLC Analysis of Their Cobalt-Complexes.

Liu Qiaoyun Q   Wang Jing J   Li Junfei J   Wang Xiaolei X   Lu Shichao S   Li Xuan X   Gong Yaling Y   Xu Shu S  

Molecules (Basel, Switzerland) 20170320 3


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 tediou  ...[more]

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