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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 191, 2016 - Issue 3: Reinhard Schmutzler Special Issue
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Original Articles

Resolution of fluorinated aminophosphonic acid enantiomers by precolumn derivatization with following reverse phase liquid chromatography

Michael Yu. BelikFine Organic Synthesis Department, Institute of Bioorganic Chemistry & Petrochemistry, NAS of Ukraine, Kiev, UkraineCorrespondence[email protected]
,
Oleg YegorovLife Chemicals, Kiev, Ukraine
,
Alexander E. SorochinskyFine Organic Synthesis Department, Institute of Bioorganic Chemistry & Petrochemistry, NAS of Ukraine, Kiev, Ukraine
&
Valery P. KukharFine Organic Synthesis Department, Institute of Bioorganic Chemistry & Petrochemistry, NAS of Ukraine, Kiev, Ukraine
Pages 423-429 | Received 10 Jul 2015, Accepted 06 Sep 2015, Published online: 17 Mar 2016
 
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GRAPHICAL ABSTRACT

ABSTRACT

Precolumn chiral derivatization of fluorinated aminophosphonic acids was successfully accomplished with standard reagent consisting of N-acetyl-L-cysteine and o-phthaldialdehyde. Thus formed diastereomeric isoindole derivatives were characterized by means of ultraviolet- and mass-spectroscopic techniques. The chromatographic behavior of diastereomeric isoindole derivatives has been studied on different reverse phase columns. Operationally simple chromatographic analysis enabled the selective discrimination of fluorinated aminophosphonic acid enantiomers.

Funding

This study was financially supported by Ukrainian National Academy of Sciences (Grant 07-03-15).

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