Date of Award

12-20-2002

Degree Type

Dissertation

Degree Name

Ph.D.

Degree Program

Chemistry

Department

Chemistry

Major Professor

Gibb, Bruce

Second Advisor

Jursic, Branko

Third Advisor

Wang, Guijun

Fourth Advisor

Trudell, Mark

Fifth Advisor

Evilia, Ronald

Abstract

Self-assembly, templation and biomimetics are three important, overlapping areas in supramolecularChemistry. Some contributions to these three areas are introduced. Novel substituted trispyridylmethanol derived ligands were synthesized to mimic the active site of carbonic anhydrase. The key two-step process in constructing the trispyridylmethanol core structure is proven to be more efficient than the traditional one-step synthesis. Self-assembly is a very efficient way to form nanoscale structure from relatively simple subunits. Tetraphenylmethane-based subunits were synthesized. The result of self-assembly reactions demonstrated the formation of 1~3 nm sized molecules in one step. Potential multi-generation self-assembly on this subunit is also discussed. A novel and efficient approach for the synthesis of large aromatic crown ethers, using resorcinarenes as templates, has been developed. This simple threestep process generated a new family of aromatic crown ethers in up to 50% overall yield. As intermediates from these three-step syntheses, a large variety of molecular "baskets", which have been shown to be excellent hosts for adamantanes, have also been obtained.

Rights

The University of New Orleans and its agents retain the non-exclusive license to archive and make accessible this dissertation or thesis in whole or in part in all forms of media, now or hereafter known. The author retains all other ownership rights to the copyright of the thesis or dissertation.

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