The syntheses and characterization of a number of palladium complexes containing imine and/or iminoacyl groups are reported. Our strategies toward the insertion of imines into palladium iminoacyl complexes are outlined. The imine complexes [Pd(Me)(L-2){N(R')=C(H)Ph}]X (where L-2 = dppe, dppp, dppf, R' = Ph, Me, Bz; and X = BF4 or OTf) were prepared and fully characterized. [Pd(Me)(dppe){N(Ph)=C(H)Ph}]BF4 (1) and [Pd(Me)(dppp){N(Ph)=C(H)Ph}]OTf (4) were structurally characterized by X-ray crystallography. The iminoacyl-imine complexes [Pd{C(Me)=NXyl} (L-2){N=C(Me)OCH2CH2}]BF4 (L-2 = dppe, 12; dppp, 13) were prepared. The bis-imine complex [Pd(dppe){N=C(Me)OCH2CH2}][BF4](2) (14) resulting from disproportionation of 12 was also prepared and structurally characterized. Protonation of the iminoacyl fragment provided iminoacyl imine complex [Pd{C(CH3)=N(H)Xyl}(dppe){N(Bz)=CPhH}][BF4](2) (17), which was sufficiently stable to be structurally characterized, providing some insight into the coordination of these fragments of palladium.