Palladium mediated activation of C–F bonds in 2,4,6-trifluoropyrimidine: Synthesis and structure of palladium pyrimidyloxy and pyrimidinone derivatives

[PdMe2(dcpm)] (1) reacts with 2,4,6-trifluoropyrimidine in the presence of water to give the palladium derivative [PdMe{4-C4N2F2H(O)}(dcpm)] (2). When additional triethylamine is present complex [PdMe(2-OC4N2F2H)(dcpm)] (4) in addition to 2 is formed. Compound 2 converts slowly into the binuclear complex [Pd{4-C4N2F2H(O)}(μ-dcpm)]2 (5). The molecular structure of 5 was determined by X-ray crystallography. The palladium–palladium distance is 2.5898(3) Å.

Graphical abstract[PdMe2(dcpm)] reacts with 2,4,6-trifluoropyrimidine in the presence of water to give the palladium derivative [PdMe{4-C4N2F2H(O)}(dcpm)]. The latter converts slowly into the binuclear complex [Pd{4-C4N2F2H(O)}{μ-dcpm}]2. Figure optionsDownload full-size imageDownload as PowerPoint slide