HPLC on Chiral Nonracemic Sorbents with Circular Dichroism Detection: Stereoisomers Formed by 1,3-Dipolar Cycloadditions

Page: 1193

J. Pospisila, M. Travniceka, A. Mannschreckb and M. Potaceka*

aDepartment of Organic Chemistry, Masaryk University, Brno, Czech Republic, bDepartment of Organic Chemistry, University of Regensburg, Regensburg, Germany


The stereoisomers of several 1,3-dipolar cycloadducts were analysed without previous preparative separation by HPLC on chiral nonracemic sorbents. This technique contributed significantly to the chemical purity checking, to the determination of the number of stereoisomers present, to the measurement of their relative proportions and to their characterization by retention factors and circular dichroism (CD) properties. In addition to a usual UV photometer, the detection was carried out with a CD instrument at a fixed wavelength or, on stopping the chromatographic flow, between 220 and 420 nm. The present method is proposed as a supplementary analytical tool in organic stereochemistry.


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