Sapphyrins : aggregation and anion binding behavior in polar, protic media

dc.contributor.advisorSessler, Jonathan L.en
dc.creatorDavis, Julian Murrayen
dc.date.accessioned2011-03-09T15:49:33Zen
dc.date.available2011-03-09T15:49:33Zen
dc.date.issued2001-12en
dc.descriptiontexten
dc.description.abstractSapphyrin was the first expanded porphyrin to be reported in the literature and remains among the most extensively studied of all expanded porphyrins. Much of the interest in this macrocycle reflects its ability to bind anions, a phenomenon that has been examined in solution and in the solid state by a wide range of experimental techniques. The first chapter of this dissertation provides a history of the anion binding chemistry of the sapphyrins, as well as a review of the synthetic methodologies employed to make them. The second chapter builds upon this work by examining the interactions of several water soluble sapphyrins with phosphate and chloride anions in aqueous media. The binding of phosphate and chloride anions in this milieu was found to be closely related to the aggregation state of sapphyrin, the study of which by optical spectroscopic techniques is also discussed in Chapter 2. In order to study the aggregation behavior of sapphyrins further, several 10,15-diaryl sapphyrins were prepared. The preparation and characterization of these systems is discussed in Chapter 3. The dimerization constants of these systems were measured in methanol, and a preliminary study of their anion binding behavior in organic solvents was performed. Finally, in Chapter 4, the synthesis of a new bipyrrole is laid out and several sapphyrin systems that could be prepared from this precursor are proposed. Future directions for the work described in this dissertation are also presented in this chapter. Experimental methods and characterization data for compounds synthesized by the author are presented in Chapter 5.
dc.description.departmentChemistry and Biochemistryen
dc.format.mediumelectronicen
dc.identifier.urihttp://hdl.handle.net/2152/10399en
dc.rightsCopyright is held by the author. Presentation of this material on the Libraries' web site by University Libraries, The University of Texas at Austin was made possible under a limited license grant from the author who has retained all copyrights in the works.en
dc.rights.restrictionRestricteden
dc.subjectAnionsen
dc.subjectPorphyrinsen
dc.subjectAggregation (Chemistry)en
dc.titleSapphyrins : aggregation and anion binding behavior in polar, protic mediaen
thesis.degree.departmentChemistry and Biochemistryen
thesis.degree.disciplineChemistryen
thesis.degree.grantorThe University of Texas at Austinen
thesis.degree.levelDoctoralen
thesis.degree.nameDoctor of Philosophyen
Files
Original bundle
Now showing 1 - 1 of 1
No Thumbnail Available
Name:
davisj019.pdf
Size:
1.58 MB
Format:
Adobe Portable Document Format
Description:
Restricted to EID users
License bundle
Now showing 1 - 1 of 1
No Thumbnail Available
Name:
license.txt
Size:
1.66 KB
Format:
Item-specific license agreed upon to submission
Description: