Palladation of dimethylhydrazones, oximes, and oxime O-allyl ethers: crystal structure of [Pd3(ON = CPriPh)6]

Abstract

The oxime of isopropyl phenyl ketone (Z-isomer) with NaOAc–Na₂PdCl₄ gives [Pd₃(ONCPrⁱPh)₆] and whereas pinacolone oxime carbopalladates regiospecifically on the t-butyl group, the dimethylhydrazone carbopalladates only on the methyl group: acetone oxime O-allyl ether palladates on the central carbon atom of the allyl group with nucleophilic attack (e.g. by OMe^–) on the terminal carbon atom.