Title page for ETD etd-01082004-115607


Type of Document Dissertation
Author Johnson, Rolanda
Author's Email Address rjohn19@lsu.edu
URN etd-01082004-115607
Title The Syntheses of Novel Indicators and Materials for Chiral Separation
Degree Doctor of Philosophy (Ph.D.)
Department Chemistry
Advisory Committee
Advisor Name Title
Robert Strongin Committee Chair
Bill Crowe Committee Member
Steven Watkins Committee Member
William Daly Committee Member
Warren Johnson Dean's Representative
Keywords
  • chiral compounds
  • indicators
  • synthesis
  • mechanism
Date of Defense 2003-12-04
Availability restricted
Abstract
The colorimetric properties of resorcinarene solutions had not been fully investigated since von Baeyer's initial synthesis. We find that the solutions containing resorcinarene macrocycles develop color upon heating or standing. In the presence of saccharides, these solutions exhibit significant color changes which are readily observable by visual inspection. We determined that the solution color is due to macrocycle ring opening and oxidation. The optical responses to saccharides are due to complexation of the sugar with the acyclic chromophores. We have applied these mechanistic insights towards the challenging problems of the visual detection of saccharides and other important biologically analytes. In addition, we also report the first single crystal X-ray crystal structure determination of a rarely observed "diamond" resorcinarene stereoisomer.

The visual sensing of saccharides is of importance to medical diagnostics and industry. The synthesis of the diamine tripod and the diamine fluorescein compounds will be presented and their application towards the detection of saccharides and biomolecules of interest will be discussed. In addition to this, the synthesis of a new cationic chiral surfactant, the l-arginine methyl ester, for use in chiral separations will also be presented.

Files
  Filename       Size       Approximate Download Time (Hours:Minutes:Seconds) 
 
 28.8 Modem   56K Modem   ISDN (64 Kb)   ISDN (128 Kb)   Higher-speed Access 
[LSU] Johnson_dis.pdf 1.54 Mb 00:07:08 00:03:40 00:03:12 00:01:36 00:00:08
[LSU] indicates that a file or directory is accessible from the LSU campus network only.

Browse All Available ETDs by ( Author | Department )

If you have questions or technical problems, please Contact LSU-ETD Support.