Performance of Brush-Type HPLC Chiral Stationary Phases with Tertiary Amide in the Connecting Tether (CROSBI ID 124942)
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Moslavac Forjan, Davorka ; Kontrec, Darko ; Vinković, Vladimir
engleski
Performance of Brush-Type HPLC Chiral Stationary Phases with Tertiary Amide in the Connecting Tether
The replacement of the N— H hydrogen of the secondary amide-tethered Pirkle-concept N-(3, 5-dinitrobenzoyl)-L-leucine derived chiral stationary phase with various p-basic or aliphatic groups improved the chiral discrimination ability of new chiral stationary phases, based on the leucine- or alanine-derived chiral selector, for the enantiomers of various racemic neutral analytes with amide functional groups. Retention times decreased while separation and resolution factors increased, thus proving the role of p-donor aromatic unit as an electron-rich shield in the front of a silica surface. In general, chiral stationary phase (CSP) 5 with the 3, 5-dimethylphenyl unit showed best performance, while CSP 3, with phenyl unit, and CSP 7, with 1-naphthyl unit in the tertiary amide connecting tether, were less efficient.
chiral liquid chromatography; tertiary amide connecting tether; electron-rich shield; enantiomer separation
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