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dc.contributor.advisorBlanda, Michael T.
dc.contributor.authorStaggs, Sara J. ( )
dc.date.accessioned2020-09-11T14:22:27Z
dc.date.available2020-09-11T14:22:27Z
dc.date.issued2003-05
dc.identifier.citationStaggs, S. J. (2003). Stereo-selective synthesis of bis-bridged calix[6]arenes (Unpublished thesis). Southwest Texas State University, San Marcos, Texas.
dc.identifier.urihttps://digital.library.txstate.edu/handle/10877/12596
dc.description.abstract

In recent years, there has been a growing interest in the rational design of synthetic catalysts capable of achieving significant enhancement of reaction rates and stereo-selectivities. Ideally, a new catalyst would mimic highly efficient biological catalysts such as enzymes. In order to achieve this goal, the synthetic catalyst system would need to be constructed so to as complement the size, shape and charge of the specific substrate and/or metal ion that would be required in a particular reaction. This can be accomplished primarily through supramolecular interactions that involve hydrogen bonding, Van der Waals forces, electrostatic interactions, and ion-dipole to interact with the substrate and metal ion to form a complex. Calixarenes have certain structural features analogous to enzymes, which include a well-defined cavity for host-guest complex interactions, and potential for structural variation.

Research conducted in the Blanda group has focused on the synthesis of new, rigid calix[6]arenes that have the potential to function as enzyme mimics. The synthetic protocol generally calls for the rigidification of the calix[6]arene via synthesis of a bis-bridged calix[6]arene. The development of a stereo-selective synthetic strategy has allowed the synthesis of two distinct conformational isomers of the bis-bridged calix[6]arene. Structural characterization of each isomer was derived by NMR spectroscopy and X-ray crystallography. During the NMR characterization the discovery of a 13C rule emerged which allowed for rapid and reliable structural assignment in solution.

dc.formatText
dc.format.extent68 pages
dc.format.medium1 file (.pdf)
dc.language.isoen
dc.subjectCalixarenes--Synthesis
dc.titleStereo-selective synthesis of bis-bridged calix[6]arenes
txstate.documenttypeThesis
thesis.degree.departmentChemistry and Biochemistry
thesis.degree.grantorSouthwest Texas State University
thesis.degree.levelMasters
thesis.degree.nameMaster of Science
txstate.accessrestricted
dc.description.departmentChemistry and Biochemistry


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