Abstract
The structures of four palladium complexes serendipitously isolated after palladium-catalyzed Sonogashira coupling of aryl iodides with terminal alkynes are reported, namely [3,5-bis-(tri-fluoro-meth-yl)phen-yl]iodido-bis-(tri-phenyl-phosphane)palladium(II), [Pd(C(8)H(3)F(6))I(C(18)H(15)P)(2)], 1, (3,5-di-nitro-phen-yl)iodido-bis-(tri-phenyl-phosphane)palladium(II) ethyl acetate monosolvate, [Pd(C(6)H(3)N(2)O(4))I(C(18)H(15)P)(2)]·C(4)H(8)O(2), 2, (2,3,4-di-fluoro-phen-yl)iodido-bis-(tri-phen-yl-phosphane)palladium(II), [Pd(C(6)H(2)F(3))I(C(18)H(15)P)(2)], 3, and (2,4,6-di-fluoro-phen-yl)iodido-bis-(tri-phenyl-phosphane)palladium(II) di-chloro-methane disolvate, [Pd(C(6)H(2)F(3))I(C(18)H(15)P)(2)]·2CH(2)Cl(2), 4. These complexes were isolated as red/orange crystals that co-eluted with the organic products of each reaction during flash chromatography. These complexes are oxidative addition products ArPdI(PPh(3))(2) where Ar = 3,5-bis-(tri-fluoro-meth-yl)phenyl, 3,5-di-nitro-phenyl, 2,3,4-tri-fluoro-phenyl and 2,4,6-tri-fluoro-3,5-di-iodo-phenyl. The isolation of these complexes provides some insight into the possible fate of the palladium catalyst.