Benzobisoxazole Cruciforms and Guanosine Derivatives: Syntheses, Structural Analyses, and Optical Properties

This dissertation presents two studies in supramolecular chemistry; one is the chemistry of benzobisoxazole cruciforms in which two linearly conjugated π systems meet at the unsaturated center, and the other is that of guanosine derivatives. Chapter One. This chapter summarizes the previous work on molecular cruciforms: tetrakis(arylethynyl)benzenes, distyrylbis(arylethynyl)benzenes, tetrakis(aryl-vinyl)benzenes, and tetraethynylethenes. Chapter Two. The synthesis, optical properties, and computational calculation of benzobisoxazole-based molecular cruciforms are presented. The potential use of donor/acceptor substituted cruciforms as sensors is also discussed, and optical response of cruciform compounds to different concentration of trifluoroacetic acid in the liquid state is presented. Chapter Three. A method for the identification method of carboxylic acids, organoboronic acids, phenols, amines, ureas, and tetrabutylammonium salts is described using one of donor/acceptor substituted benzobisoxazole-cruciforms as the sensor. Chapter Four. Structural study of benzobisoxazole cruciforms is presented: their solid state structures, obtained by X-ray crystallography, are presented. Chapter Five. The synthesis and structural analysis of 8-arylethynyl substituted guanosine derivatives is presented. The structural effects of this substitution, in comparison to the previous work in guanosine chemistry, is also discussed.

Name thesis:degree_name

Doctor of Philosophy

Level thesis:degree_level

Doctoral

Discipline thesis:degree_discipline

Chemistry

Grantor

University of Houston

Year dc:date.issued

2012

Author dc:creator

• Lim, Jaebum 1978-

Advisor dc:contributor.advisor

• Miljanić, Ognjen Š.

Committee members dc:contributor.committeemember

• Lee, T. Randall
• Gilbertson, Scott R.
• Jacobson, Allan J.
• Brankovic, Stanko R.

• Self-assembly
• Benzobisoxazole
• Cruciform molecules
• Fluorophores
• Sensors
• Guanosine

Statement dc:rights

• The author of this work is the copyright owner. UH Libraries and the Texas Digital Library have their permission to store and provide access to this work. Further transmission, reproduction, or presentation of this work is prohibited except with permission of the author(s).

Language dc:language.iso

eng

Handle dc:identifier.uri

http://hdl.handle.net/10657/550

OAI identifier oai:identifier

oai:uh-ir.tdl.org:10657/550