A unique mode of metal–halogen exchange is reported for the carboxylation of aromatic halides. The process is mediated by the potassium salt of a commercially available carboxylic acid, which acts as the source of CO2 and metalating agent. The procedure demonstrates that readily available, bench-stable carboxylic acid salts can generate metalating agents in situ for metal–halogen exchange, thus avoiding sensitive and hazardous organometallics. The carboxylation proceeds under mild conditions, shows broad substrate scope and avoids specialized apparatus such as pressurized containers or strictly inert conditions. Application to the carbon isotope labeling of biologically relevant compounds is also reported, including a late-stage carbon isotope exchange. Experimental and computational studies support our proposed mechanism of decarboxylative metal–halogen exchange in which the metalating agent and CO2 are generated in situ from the carboxylate salt.

Discovered over 150 years ago, the Kolbe–Schmitt carboxylation has established itself as one of the most well-known chemical reactions. However, the process often requires extreme pressures and high ...

PhD Project - New reagents and reactions for isotope labelling at University of Southampton, listed on FindAPhD.com

The cleavage of C–S bonds in dibenzothiophene dioxides under reductive photoredox catalysed conditions is reported. The reactions afford sulfinates, which can be used in a variety of subsequent transf...

Congratulations to all the winners of the Royal Society of Chemistry 2025 elections! We're proud to announce our newly elected representatives who will help shape the future of chemistry. * Electe...