Tri-p-tolylphosphine-cyclopalladated ferrocenylpyrimidine complexes: synthesis, crystal structures, catalytic activity, and a palladacycle cocrystallization adduct

Abstract

Two new tri-p-tolylphosphine-cyclopalladated ferrocenylpyrimidine complexes 1 and 2 have been prepared in good yields by reaction of the corresponding chloride-bridged palladacyclic dimers 1a and 2a with tri-ptolylphosphine. Complexes 1 and 2 were characterized by elemental analysis, IR, 1 H NMR, and ESI-MS. Additionally, their crystal structures have been determined by X-ray diffraction, and intermolecular C-HÁÁÁCl hydrogen bonds were found in their crystals. Complex 1 was found to be a palladacycle cocrystallization adduct with {PdCl 2 [P(C 6 H 4 -p-Me) 3 ] 2 }. These complexes were found to be efficient catalysts for the Suzuki reaction.

Synthesis and Structural Characterization of Palladacycles with Polydentate Ligands by a Stepwise Coupling Route – Palladacycles Containing Halides as Efficient Catalysts and Substrates

“…Furthermore, 1 could be present in lower than 1 mol‐% without loss of activity (Entry 5), however, the yield of 2 only reached 18 % when 0.1 mol‐% of 1 was used (Entry 6), which revealed that a small percentage (less than 0.1 mol‐%) of 1 behaves as the catalyst11 and the remaining 1 behaves as the substrate. The results indicated that 1 was an efficient precatalyst 10c. Loading naphthylboronic acid ( a ) to 4.0 equiv.…”