1. Characterization of 3-OHFT 3-hydroxyflavothione was characterized by 1 H NMR, UV-Visible spectroscopy, LCMS and HPLC. This synthetic approach has resulted in efficient conversion and good yield, as reported previously. 1 Characterization of Metal Complexes Ni(3-OHFT) 2 and Fe(3-OHFT) 3 was characterized by UV/Vis spectroscopy. In this study, we investigate the synthesis and characterization of new flavothiones and their related metal complexes to be used as photodegradable pesticides. Photodegradable pesticides are a promising solution to the problems posed by the use of synthetic chemicals in the environment. The goals for photodegradable pesticides are to be activated by sunlight, pest management and to degrade into products that are environmentally safe. It was reported that the photochemical reaction of 3-hydroxyflavothione (3-OHFT) produced a reactive oxygen species capable of killing bacterial and fungal species, as well as degraded into products that can be removed from the environment over time. Although 3-OHFT corresponds with the characteristics for photopesticidal use, the lifetime is not long enough to be effective for practical use. A recent study was performed to react various metal salts with 3-OHFT to create metal complexes, [M-(OHFT) n ]. It demonstrated that the addition of a metal compound increased the lifetime versus that of the free ligand.. Characterization Future Work Our future research include the thionation of quercetin (2), morin (3) and apeginin (4), along with synthesizing and characterizing their corresponding metal complexes. This will allow us to examine the oxidative properties of flavothiones and their ability to be used as a photodegradable pesticide.. Acknowledgements Wisconsin Alliance for Minority Participation Program University of Wisconsin – Eau Claire Chemistry Department University of Wisconsin – Eau Claire Material Science Program Student Blugold Commitment Differential Tuition funds through the University of Wisconsin - Eau Claire Faculty/Student Research Collaboration Grants program References Synthesis Synthesis of 3-OHFT In a one-step synthesis, thionation of the carbonyl in 3-hydroxyflavone affords 3-hydroxyflavothione following methods found in literature. 1,2 Synthesis of Metal Complexes Flavothionato metal complexes will be synthesized by deprotionation of the hydroxyl group on the flavothione which is achieved through treatment with excess base followed by reaction of metal salt. We explored the metals Ni 2+ and Fe 3+. We predict a four or six-coordinate complex with two or three bidentate (O,S donor) ligands. 1. Ba L. Tran; Seth M. Cohen. Chem. Comm. 2006, 10, 203-205. 2. Curphey, T. J. Org. Chem. 2002, 67, 6461-6473. UV/VIS Spectrum of 3-OHFT in CH 2 Cl 2 Wavelength (nm) Absorbance 356 nm 420 nm 1 H NMR Spectrum of 3-OHFT Chemical Shift (ppm) Wavelength (nm) Absorbance UV/VIS Spectrum of Fe(3-OHFT) 2 in CH 2 Cl 2 Wavelength (nm) Absorbance UV/VIS Spectrum of Ni(3-OHFT) 2 in CH 2 Cl 2 Introduction 730 nm 619 nm 417 nm 359 nm 385 nm 460 nm Quercetin 2 Synthesis and Characterization of Flavothiones and Corresponding Metal Complexes for the Use of Photodegradable Pesticides Ariel Schuelke and Dr. Roslyn M. Theisen Department of Chemistry, University of Wisconsin- Eau Claire Research Goals To reproduce results using 3-OHFT from previous studies To synthesize a thionated quercetin compound and it’s metal analogues. To test the emissive properties of quercetin and metal analogues, and compare the results to those of 3-OHFT.