Biological and artificial flavins have been utilized in many forms of catalysis due to their strong redox properties for many years. In addition, flavins have been employed for various photocatalytic reactions such as benzylic oxidations and water oxidation. Functionalization of the C7 and C8 positions on the flavin backbone has been shown to modulate the absorption and fluorescence properties of lumiflavin (the base-flavin structure) and we hypothesize functional derivation at these positions will help attain improved photocatalysis. We have synthesized a series of mono- and di-chlorinated flavin and flavinium ion derivatives upon which investigations probing the fundamental photochemistry are being performed. Density functional theory (DFT) calculations, UV-Vis spectroscopy and Laser Flash Photolysis (LFP) experiments were conducted to explore how the position and the identity of the functional group effects the overall flavin photochemical properties; these results will be presented.

Investigation of the photochemistry of chlorinated flavins and flavinium cations

2019 Fall National Meeting

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