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Organic Dicyanopyrazines Catalyze Photodeuteration of Substituted Aldehydes
Rok: 2025
Druh publikace: ostatní - přednáška nebo poster
Strana od-do: nestránkováno
Tituly:
Jazyk Název Abstrakt Klíčová slova
eng Organic Dicyanopyrazines Catalyze Photodeuteration of Substituted Aldehydes The deuteration of chemical compounds plays a crucial role in pharmaceutical, materials, and synthetic chemistry. In drug development, replacing hydrogen with deuterium can enhance the metabolic stability and pharmacokinetic properties of pharmaceuticals. As such, deuterated compounds have become essential tools for studying biological mechanisms and metabolic pathways. Owing to their metal-free structure, low cost preparation, and minimal environmental impact, dicyanopyrazine (DPZ)-based photoredox catalysts are well suited for visible-light-driven modification of biologically active substrates. In this study, three structurally-varied DPZ photocatalysts were employed for the photodeuteration of aromatic and aliphatic aldehydes functionalized with either electron-donating or electron-withdrawing substituents (Figure 1b). The degree of the deuterium incorporation was dependent on the used catalyst and the substitution pattern of the used aldehyde. Based on a set of control experiments, spectral investigations, and quantumchemical calculations, we have further proposed a plausible mechanism of the DPZ-mediated photodeuteration. Dicyanopyrazine; photoredox catalysis; photodeuteration