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Recent Discovery, Development, and Synthetic Applications of Formic Acid Salts in Photochemistry

Journal

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202311853

Keywords

Carboxylic Acid; Formate; Photoredox Catalysis; Reaction Mechanisms; Synthetic Methods

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Formic acid salts have shown diverse capabilities in photoredox catalysis, acting as reductants, carbonyl sources, and reagents for hydrogen atom transfer. The CO2·- radical anion derived from formate exhibits strong reductant properties, allowing for the cleavage of C-X and C-O bonds, as well as playing a crucial role in carboxylation reactions. The multifunctionality of formic acid salts opens up exciting possibilities in synthetic organic chemistry.
The advancement of sustainable photoredox catalysis in synthetic organic chemistry has evolved immensely because of the development of versatile and cost-effective reagents. In recent years, a substantial effort has been dedicated to exploring the utility of formic acid salts in various photochemical reactions. In this context, formates have demonstrated diverse capabilities, functioning as reductants, sources of carbonyl groups, and reagents for hydrogen atom transfer. Notably, the CO2 & sdot;- radical anion derived from formate exhibits strong reductant properties for cleaving both C-X and C-O bonds. Moreover, these salts play a pivotal role in carboxylation reactions, further highlighting their significance in a variety of photochemical transformations. The ability of formates to serve as reductants, carbonyl sources, and hydrogen atom transfer reagents reveal exciting possibilities in synthetic organic chemistry. This minireview highlights an array of captivating discoveries, underscoring the crucial role of formates in diverse and distinctive photochemical methods, enabling access to a wide range of value-added compounds. This review highlights recent advancements in photoredox chemistry, focusing on harnessing formic acid salts for facilitating important transformations. Formate plays a crucial dual role as a C1 source and a hydrogen atom transfer reagent, enabling practical and scalable synthesis of carboxylic acids. Additionally, formic acid salts have demonstrated strong reductant capabilities, particularly in breaking challenging C-X and C-O bonds.image

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