Investigations of molecular recognition processes

The use of chiral stationary phases (CSPs) for the separation of enantiomers is commonplace. A variety of α-alkyl and α-aryl substituted α-amino phosphonates were prepared. The ability of several CSPs to separate the enantiomers of N-(3,5-dinitrobenzoyl) derivatives of α-alkyl and α-aryl substituted α-amino phosphonates was investigated. Using the chromatographic structure-activity relationships, chiral recognition models were proposed. For one class of CSP, the chiral recognition model has been further supported using spectroscopic and chromatographic evidence. Two α-amino phosphonate derived CSPs were prepared and their ability to separate the enantiomers of a variety of analytes was studied. The mechanistic implications of analyte-CSP spatial complementarity were investigated. Two new CSPs derived from the 3,5-dinitrobenzamide of an α-amino acid were prepared and evaluated.

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

2011

Author dc:creator

• Burke, John Andrew, III

Contributors dc:contributor

• Pirkle, William H.

• Chemistry, Organic
• Chemistry, Pharmaceutical

Statement dc:rights

• Copyright 1992 Burke, John Andrew, III

Language dc:language

eng

Identifier

AAI9236407
(UMI)AAI9236407

OAI identifier oai:identifier

oai:www.ideals.illinois.edu:2142/22300