High oxidation state transition metal complexes are of interest due to their prevalence as organometallic catalysts and as key intermediates in biological dioxygen activation enzymes. This research focuses on the preparation and characterization of high oxidation state metal complexes stabilized by fluorinated phenoxide ligands, whose C-F bonds are more oxidation resistant than the C-H bonds of non-fluorinated phenoxides. The Doerrer group has previously reported the synthesis of mononuclear copper phenolate anions of the form [Cu(OAr)₄]^2-, where OAr = OC₆F₅ (OAr^F) or OC₆H₃(CF₃)₂ (OAr'). The reactivities of these copper (II) phenolate complexes will be investigated with various oxygen-atom donors, one-electron oxidants, and F^• and Cl^• oxidizing agents. Reaction of [Cu(OAr^F)₄]^2- with iodosobenzene produces a yellow complex determined to be diamagnetic via ¹H and ¹⁹F NMR spectroscopy.  Multinuclear NMR, UV-vis, IR, and mass spectroscopies as well as X-ray crystallographic analyses will be discussed.