Synthesis and spectral studies of 1,3-diketonate derivatives ofortho-palladated ?-arylalkylamines

Palladium-Assisted Formation of Carbon−Carbon Bonds. 8.1 Synthesis and Reactivity toward Internal Alkynes, Carbon Monoxide, and Isocyanides of Orthopalladated Dibenzylamine Complexes

“…Thus, orthopalladation using lithium tetrachloropalladate(II) was observed with N , N -dimethylbenzylamine or some of its aryl-substituted derivatives containing electron-releasing groups (2-methoxy, 3,5-dimethoxy) but did not occur, for example, with L = benzylamine, dibenzylamine, and N -methyl- or N -phenylbenzylamine; these reactions led to the adducts [PdCl 2 L 2 ]. However, using different palladium reagents and/or experimental reaction conditions, it has been demonstrated that benzylamine, and some of its secondary amine derivatives, can be orthometalated. − In this paper, we describe for the first time the orthopalladation of dibenzylamine and the synthesis of some derivatives of the resulting product.…”

“…However, using different palladium reagents and/or experimental reaction conditions, it has been demonstrated that benzylamine, and some of its secondary amine derivatives, can be orthometalated. [34][35][36][37][38][39][40][41][42][43][44][45][46] In this paper, we describe for the first time the orthopalladation of dibenzylamine and the synthesis of some derivatives of the resulting product.…”

New principle for palladacycle resolution: diastereoselective monomer to dimer conversion

“…The same process of chromatographic decomplexation of the monodentate auxiliary (S)-a-methylbenzylamine ligand was employed practically for diastereopure monomer conversion to enantiopure dimer at the final stage of CS-palladacycle resolution. 24,25 Furthermore, partial decomposition of bidentate auxiliary ligands under the conditions of chromatography on silica (TLC) was also detected in the case of O,OÕ-bonded acetylacetonate derivatives of CN-palladacycles, 49 and for N,O-chelated a-amino acidate derivatives of PC-palladacycle. 17 In the light of these data it is not surprising that prolinate complexes 3a,b, and 4a,b reveal the tendency to lose the auxiliary ligand on the sorbent.…”