Mechanistic Aspects of Enantioselective Complexation

The effect of differential penetration ("intercalation") of enantiomeric analytes between the strands of synthetic, brush-type liquid chromatographic chiral stationary phases (CSPs) has been investigated. The design and evaluation of a new family of π-basic CSPs which utilize these intercalative effects to enhance enantioselectivity is discussed. These CSPs, designed from mechanistic considerations, are useful in the separation of the enantiomers of a number of chiral amines, amino acid esters and amides, amino alcohols and alcohols. Solution-state NMR evidence, including intermolecular nuclear Overhauser enhancements, and X-ray crystallographic data provide support for the primary chiral recognition mechanism.

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

• Murray, Patrick Gerard

Contributors dc:contributor

• Pirkle, William H.

• Chemistry, Analytical
• Chemistry, Organic

Identifier

(UMI)AAI9503279

OAI identifier oai:identifier

oai:www.ideals.illinois.edu:2142/72296