Phosphane-free C–C Heck couplings catalyzed by Pd(II) fluorinated aniline complexes of the type trans-[PdCl2(NH2ArF)2]

A series of palladium fluoro-aniline complexes of the trans-[PdCl2(NH2ArF)2] type were synthesized in good yields by direct reaction of trans-[PdCl2(C6H5CN)] with ArFNH2; ArF = C6H3-2,3-F2 (1), C6H3-2,5-F2 (2), C6H3-3,4-F2 (3), C6H3-3,5-F2 (4), C6H2-2,3,4-F3 (5), C6H2-2,3,6-F3 (6), C6H2-2,4,5-F3 (7), C6H2-2,4,6-F3 (8), C6F4-4-H (9), C6F5 (10). The crystal structures of complexes 3, 4 and 5 were determined. Heck coupling reactions were carried out using complexes 1–10 as catalysts in order to examine the effect of the fluorinated anilines in the reaction of bromobenzene and styrene.

A series of palladium complexes of the type trans-[PdCl2(NH2ArF)2] were synthesized and the effect of the fluorinated aniline ligands in the catalytic performance of these complexes examined in the Heck coupling reaction. Figure optionsDownload as PowerPoint slide