The Pd−F and Pd−C bond distances in the X-ray structure of trans-fluoro(p-nitrophenyl)bis(triphenylphosphine)palladium(II), 1, are shorter by ca. 0.036 and 0.013 Å, respectively, than those in the analogous σ-phenyl complex, 2. This structural feature along with the 13C NMR spectral characteristics of 1 and its iodo counterpart indicates a contribution from the quinoid-type canonical form A to the structure of 1. However, the geometry of the p-nitrophenyl ligand in 1 does not exhibit effects of through-conjugation, suggesting that the resonance effect of trans-[(Ph3P)2Pd(F)] is weaker than those of NH2 and MeO.