Oxidative addition of aryl–halogen bonds to platinum(II) and the structure of a complex formed by aryl–fluoride oxidative addition

Abstract

The complexes [PtMe₂(Me₂NCH₂CH₂NCHAr)] react by oxidative addition of the aryl–halogen bond when Ar = 2-BrC₆H₄, 2-CIC₆H₄, or C₆F₅ but by ortho-metallation when Ar = 2-FC₆H₄ or C₆H₅, and in the case where Ar = C₆F₅, the oxidative addition product adds acetone across the imine bond and the complex formed has been characterized crystallographically as a hydrogen-bonded dimer; the reactivity to oxidative addition can be correlated with the C–X bond energy.