Investigations of chiral recognition of conformationally rigid chiral stationary phases
Lee, Wonjae
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https://hdl.handle.net/2142/22235
Description
Title
Investigations of chiral recognition of conformationally rigid chiral stationary phases
Author(s)
Lee, Wonjae
Issue Date
1994
Doctoral Committee Chair(s)
Pirkle, William H.
Department of Study
Chemistry
Discipline
Chemistry
Degree Granting Institution
University of Illinois at Urbana-Champaign
Degree Name
Ph.D.
Degree Level
Dissertation
Keyword(s)
Chemistry, Organic
Language
eng
Abstract
From mechanistic considerations, the development of conformationally rigid chiral stationary phases (CSPs) has been a goal. Several conformationally rigid CSPs derived from $\alpha$-amino-lactams have been prepared and their abilities to separate the enantiomers of a variety of analytes have been evaluated. $\pi$-Acidic $\alpha$-amino-$\beta$-lactam-derived CSPs have been designed specifically for the enantioseparation of underivatized $\beta$-blockers. A systematic study of chromatographic structure-activity relationships for the resolution of $\pi$-acidic dinitrobenzoyl (DNB) amino acid derivatives on several DNB $\pi$-acidic CSPs has been carried out. Related to these studies, X-ray crystallographic structure determinations have been pursued in a quest for the origins of chiral-self recognition.
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