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Preparation, characterization and application of a stationary chromatographic phase from a new (+)-tartaric acid derivative
Authors:Sacha Legrand  Harri Heikkinen  Andrew Root  C Rikard Unelius
Institution:a VTT Technical Research Centre of Finland, Biologinkuja 7, Espoo, PO Box 1000, 02044 VTT, Finland
b School of Natural Sciences, Linnaeus University, SE-391 82 Kalmar, Sweden
c MagSol, Tuhkanummenkuja 2, 00970 Helsinki, Finland
d Department of Chemistry, University of Tromsø, N-9037 Tromsø, Norway
e The New Zealand Institute for Plant & Food Research Limited, Canterbury Research Centre, Lincoln 7608, New Zealand
Abstract:The preparation, characterization and application of a new stationary phase derived from 1,4-cyclohexanedione and diethyl (+)-tartrate are described. A suitable TADDOL for immobilization has been synthesized and grafted to a γ-mercaptopropylsilylated silica gel. The resulting modified stationary phase has been characterized and its ability to separate enantiomers has been studied. While the free TADDOL in solution was able to resolve a range of enantiomers, the resolving properties were lost on immobilization. Solid state 13C CPMAS NMR of the new stationary phase was used to explain the lack of stereoselective recognition.
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