Abstract

The synthesis of a new chiral stationary phase (CSP), based on immobilized ( S)-N-(3,5-dinitrobenzoyl)tyrosine methyl-ester, is described and its chromatographic behaviour and enantioselectivity are compared with those of a well known dinitrobenzoyltyrosine-derived stationary phase. In addition, a new “end-capping” procedure for the CSP to reduce polar but non-stereoselective selectand-selector interactions was developed and evaluated by analyzing a broad range of chiral compounds [e.g., ibuprofen-1-naphthylamide, benzoic acid 1-phenylethylamide, 1-(1-naphthyl)ethylphenylurea, sulfoxides, propranolol oxazolidin-2-one].

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