Carbon(sp3)-fluorine bond-forming reductive elimination from palladium(IV) complexes.

The development of transition-metal-catalyzed reactions for the formation of CF bonds has been an area of intense research over the past decade.[1–3] Traditionally, the CF coupling step of these sequences has proven challenging because of the high kinetic barrier for CF bond-forming reductive elimination from most transition-metal centers.[1] Our approach to address this challenge has involved the use of PdII catalysts in conjunction with F+-based oxidants. Since 2006, a variety of PdII-catalyzed reactions of F+ reagents have been developed to introduce fluorine at both C(sp2 ) and C(sp3 ) centers.[4–6] These transformations have been proposed to proceed through CF bond-forming reductive elimination from transient, highly reactive PdIV alkyl/aryl fluoride intermediates