Xenon difluoride decarboxylative fluorination

Carboxylic acids react with xenon difluoride to produce unstable xenon esters The esters decarboxylate to produce free radical intermediates, which undergo fluorination or reaction with the solvent system Thus aliphatic acids decarboxylate to produce mainly fluoroalkanes or products from abstraction of hydrogen from the solvent Perfluoro acids decarboxylate in the presence of aromatic substrates to give perfluoroalkyl aromatics Aromatic and vinylic acids do not decarboxylate [91] (equation 51)... [Pg.161]

Decarboxylative fluorination, presumably via intermediate acyl hypofluorites, has been achieved in low yield by passing a dilute stream of fluorine in nitrogen into aqueous solutions of sodium carboxy-lates. A somewhat more promising method, tolerant of aryl groups, ketones and ethers, involves reaction of a dichloromethane solution of the acid with xenon difluoride and hydrogen fluoride (equation 23). 7... [Pg.723]