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Abstract:
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The work presented in this thesis is primarily focused on the development of pre-fluorescent probes for carbon-centered radicals. Coumarin-TEMPO and quinoline-TEMPO adducts have been prepared by tethering a free radical nitroxide group such as 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) to coumarin and quinoline fluorophores through an ester bond. Some organic derivatives of the quinoline-TEMPO adduct are also presented. Intramolecular quenching of fluorescence due to a spin-exchange mechanism between the singlet excited state of the fluorophore and the doublet ground state of the nitroxide and the restoring of fluorescence due to coupling with a carbon-centered radical are the conceptual bases for this research study. (Abstract shortened by UMI.) |