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https://hdl.handle.net/2142/70350
Description
Title
Methods Development in Chiral Chromatography
Author(s)
Mahler, George Stephen
Issue Date
1986
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
Abstract
Chiral stationary phases derived from N-3,5-dinitrobenzoyl amino acids, amides of 1-aryl-1-alkylamines and N-2-naphthyl amino acids have proven to be viable sorbents for the direct liquid chromatographic separation of enantiomers. In an effort to extend the utility of these chrial stationary phases, a variety of analytical methodologies involving straightforward derivatization of commonly encountered compound types of practical interest have been developed. Protocols for the liquid chromatographic separation of the enantiomers of chiral heterocyclic amines, secondary alcohols, vicinal diols, and cyclopropyl amino acids are presented and their applications, limitations, and potentials are discussed. The suitability of these methodologies for analytical as well as preparative separations are discussed.
The use of N-3,5-dinitrobenzoyl-R-phenylglycine as a classical resolving agent for the resolution of several amines by formation of diastereomeric salts of differing solubilities is also considered.
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