Fluorination of arylboronic esters enabled by bismuth redox catalysis

Abstract

Teaching bismuth to make and break bonds One major reason why transition metals are good catalysts is that they can shuttle between oxidation states. This flexibility lets them slide in and out of chemical bonds; so, for instance, they can snip a bond between carbon and boron and then stitch a carbonfluorine bond in its place. Planas et al. now report that bismuth can also orchestrate such bond-swapping events. They implement a fully catalytic cycle for fluorination of aryl boronates, in which bismuth hops between its +3 and +5 oxidation states. Science , this issue p. 313