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Title:Mechanistic Aspects of Enantioselective Complexation
Author(s):Murray, Patrick Gerard
Doctoral Committee Chair(s):Pirkle, William H.
Department / Program:Chemistry
Degree Granting Institution:University of Illinois at Urbana-Champaign
Subject(s):Chemistry, Analytical
Chemistry, Organic
Abstract: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 $\pi$-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.
Issue Date:1994
Description:162 p.
Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1994.
Other Identifier(s):(UMI)AAI9503279
Date Available in IDEALS:2014-12-17
Date Deposited:1994

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