Publication Date


Document Type



While single-electron transfer is a crucial step in a wide range of organic syntheses, the common catalysts for this process, alkali metals, are highly hazardous, have poor chemoselectivity, and produce toxic byproducts. Electron-primed photoredox catalysis holds promise as a novel catalytic strategy to replace alkali metals with safer organic photocatalysts. This study attempts to elucidate the currently unknown mechanism of electron-primed photoredox catalysis via the most promising new candidate: reduced 2,4,5,6-tetrakis(diphenylamino)isophtalonitrile [4-DPAIPN]. The external quantum yield of the photocatalyst was established by running quantitative 1H-NMR on aliquots of the studied system after certain known amounts of light exposure. Cyclic voltammetry was run to establish certain kinetic rates of the 4-DPAIPN and the 3M3NTMB. Fluorimetry was performed to analyze the emissive properties of the photocatalyst. While the full mechanism is not yet completely understood, a more comprehensive mechanistic picture of the photocatalyst has been obtained.



Download Full Text (1.0 MB)

Mechanistic Investigations of Electron-Primed Photoredox Catalysis