University of Illinois Urbana-Champaign

Chemically bonded stationary phases using molecular tweezer hosts: A quantitative HPLC binding assay for nitro-aromatic guests

Saionz, Kurt William

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Description

Title
Chemically bonded stationary phases using molecular tweezer hosts: A quantitative HPLC binding assay for nitro-aromatic guests
Author(s)
Saionz, Kurt William
Issue Date
1995
Doctoral Committee Chair(s)
Zimmerman, Steven C.
Department of Study
Chemistry
Discipline
Chemistry
Degree Granting Institution
University of Illinois at Urbana-Champaign
Degree Name
Ph.D.
Degree Level
Dissertation
Keyword(s)
  • Chemistry, Analytical
  • Chemistry, Organic
Language
eng
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.
Type of Resource
text
Permalink
http://hdl.handle.net/2142/20442
Copyright and License Information
Copyright 1995 Saionz, Kurt William

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