relation: http://d-scholarship-dev.library.pitt.edu/9450/
title: Development of Fluorescein-Based Fluorescent Chemosensors and Convergent Approaches in Solid-Phase Organic Synthesis
creator: Garner, Amanda Lee
description: Palladium and platinum are widely used precious metals that play a pivotal role in energy, materials and drugs. Using a common principle of fluorescent sensor design, a highly sensitive fluorescent detection method for these metals has been developed. A key aspect of this method is the amplification of fluorescence signal directly through a catalytic process, which is conceptually new for metal sensors. Using this method, sub-ppb levels of these metals can be detected with potential applications in the pharmaceutical industry, hospitals and pharmacies. As an extensive of this palladium- and platinum-specific fluorescent sensor, determination of the oxidation state of palladium and platinum based on the aromatic Claisen rearrangement is also demonstrated. Using this mechanism, the probe can fluorescently distinguish Pd0 from PdII/IV and Pt0 from PtIV in both organic and aqueous solvents. Ozone exposure is a significant global health problem, especially in urban areas. While ozone in the stratosphere protects the earth from damaging ultraviolet light, tropospheric is toxic resulting in damage to the respiratory tract. In addition, tt has recently been shown that ozone may be produced endogenously in inflammation and antibacterial responses of the immune system; however, these results have sparked controversy due to the use of a non-specific colorimetric probe. A fluorescent sensor capable of unambiguously detecting ozone has been developed. This is the first sensor that is specific for ozone and can be used in both biological and atmospheric samples. Solid-phase organic synthesis is an enabling technology and its automation has profoundly impacted the scientific community and society in general. However, to date, the structural diversity of the molecules that can be synthesized by this technology is limited partly because current solid-phase organic synthesis relies on linear approaches. Described here are efforts toward the development of an enabling resin-to-resin olefin cross-metathesis technology that unites two functionalized alkene fragments to form highly complex small molecules in a convergent manner. It is also demonstrated that olefin cross-metathesis is a synthetically viable method particularly when a traceless longer linker is inserted between solid support and reacting olefins.
date: 2009-02-09
type: University of Pittsburgh ETD
type: PeerReviewed
format: application/pdf
language: en
identifier: http://d-scholarship-dev.library.pitt.edu/9450/1/ALGarnerETD2008.pdf
identifier:   Garner, Amanda Lee  (2009) Development of Fluorescein-Based Fluorescent Chemosensors and Convergent Approaches in Solid-Phase Organic Synthesis.  Doctoral Dissertation, University of Pittsburgh.    (Unpublished)