Design, Synthesis, and Applications of Chiral Stationary Phases

Chemists who are engaged in the synthesis of optically active compounds frequently encounter the problems of assaying enantiomeric purity, assigning absolute configuration, and preparatively obtaining optical isomers in high enantiomeric purity. An almost ideal solution to all these problems would be the direct liquid chromatographic separation of the enantiomers upon a chiral stationary phase. The aim of this research was to develop efficient and widely useful chiral stationary phases. Our approach to this problem was to synthesize a series of specific chiral compounds containing three sites for potential use in chiral recognition. These compounds, when bound to a silica support, interact differentially with solute enantiomers in a consistent and predictable manner. By using very general types of interactions, chiral stationary phases were developed that are able to resolve enantiomers of solutes from a wide range of functional classes.

Name thesis:degree_name

Ph.D.

Level thesis:degree_level

Dissertation

Discipline thesis:degree_discipline

Chemistry

Grantor

University of Illinois at Urbana-Champaign

Year dc:date

2014

Author dc:creator

• Finn, John Michael

• Chemistry, Organic

Identifier

(UMI)AAI8218466

OAI identifier oai:identifier

oai:www.ideals.illinois.edu:2142/70188