Dipolar Cycloaddition of Aurones: Products and Photophysics

dc.contributor.advisor Handy, Scott
dc.contributor.author Thomas, Jacob A
dc.contributor.committeemember Bicker, Kevin
dc.contributor.committeemember Banerjee, Souvik
dc.date.accessioned 2024-08-09T19:03:53Z
dc.date.available 2024-08-09T19:03:53Z
dc.date.issued 2024
dc.date.updated 2024-08-09T19:03:53Z
dc.description.abstract Aurones are naturally occurring molecules that have intriguing biological and photophysical properties and have become enticing synthetic precursors due to the reactivity of the exocyclic alkene. While several pyrazoles have been made through dipolar cycloaddition using that alkene, their photophysical properties have been poorly explored. To better understand these properties, a series of pyrazoles were prepared by the cycloaddition/ring opening of aurones with ethyl diazoacetate. Their absorption and emission behavior in solvents with a range of polarities and protic natures were examined, showing that the presence of an electron donating group substituent increases the fluorescence response as polarity of the solvent increases. This leads to a significant increase in water, a solvent that typically quenches fluorescent activity. Halogen substituents were also found to have a similar effect in halogenated solvents. Correlations between the structure of each pyrazole and its fluorescence in a variety of solvents have been noted, and a plausible rationale has been proposed.
dc.description.degree M.S.
dc.identifier.uri https://jewlscholar.mtsu.edu/handle/mtsu/7326
dc.language.rfc3066 en
dc.publisher Middle Tennessee State University
dc.source.uri http://dissertations.umi.com/mtsu:11923
dc.subject Aggregation induced emission
dc.subject Aurone
dc.subject Dipolar Cycloaddition
dc.subject Fluorescence
dc.subject Pyrazole
dc.subject Organic chemistry
dc.thesis.degreelevel masters
dc.title Dipolar Cycloaddition of Aurones: Products and Photophysics
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