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Title:Chemically bonded stationary phases using molecular tweezer hosts: A quantitative HPLC binding assay for nitro-aromatic guests
Author(s):Saionz, Kurt William
Doctoral Committee Chair(s):Zimmerman, Steven C.
Department / Program:Chemistry
Degree Granting Institution:University of Illinois at Urbana-Champaign
Subject(s):Chemistry, Analytical
Chemistry, Organic
Abstract:Chemically bonded stationary phases (CBSPs) were prepared from the following synthetic hosts: bis-acridine, bis-phenanthrene, and bis-trimethoxyphenanthrene molecular tweezers 74, 89, and 92. The retention times of several $\pi$-electron deficient guests were measured as a function of temperature on HPLC columns made from each of these CBSPs. Van't Hoff plots were generated to give a total of 22 enthalpies of retention which were compared with the corresponding enthalpies of complexation for the analogous host-guest complex in solution. The correlation was found to be within experimental error of a one-to-one correspondence.
In addition, the determination of free energies of complexation from HPLC studies utilizing these CBSPs were successful. Furthermore, the separation and identification of nitro-polycyclic aromatic hydrocarbons (nitro-PAHs), pollutants that are potent environmental mutagens, has been achieved on these stationary phases.
Finally, the enthalpies, entropies and free energies of complexation in solution for 74, 89, 92, and related molecular tweezers with $\pi$-electron deficient guests are presented. The solid state structure of $\pi$-donor, $\pi$-acceptor molecular tweezer 95 is also discussed.
Issue Date:1995
Rights Information:Copyright 1995 Saionz, Kurt William
Date Available in IDEALS:2011-05-07
Identifier in Online Catalog:AAI9522167
OCLC Identifier:(UMI)AAI9522167

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