Easy Synthesis of New Chiral Tridentate Schiff Bases and Their Use as [N,N,O] Ligands for Ni and Pd Complexes − Catalytic Behaviour versus Hydrogenation Reactions

✍ Scribed by Camino González-Arellano; Enrique Gutiérrez-Puebla; Marta Iglesias; Félix Sánchez

• Publisher: John Wiley and Sons
• Year: 2004
• Tongue: English
• Weight: 239 KB
• Volume: 2004
• Category: Article
• ISSN: 1434-1948
• DOI: 10.1002/ejic.200300631

✦ Synopsis

Abstract

The chiral [N,N,O] tridentate unsymmetrical Schiff bases 3−5 (aryl = phenyl, 1‐naphthyl, 2‐naphthyl) were synthesised easily in high purity and good yields. All the organic compounds were characterised by elemental analysis, mass spectrometry, IR, ^1^H and ^13^C NMR spectroscopy. Palladium(II) and nickel(II) Schiff‐base complexes were prepared as air‐stable solids. Because the [N,N,O] ligand is tridentate after deprotonation of the −OH group, the coordination of the metal ion is completely stereospecific and gives rise to only one diastereoisomer. The X‐ray crystal structures of the complexes [Ni(3)(OAc)] and [Pd(4)(OAc)] were determined. These complexes were shown to be very active catalysts (TOF up to 10^6^ h^−1^) for the hydrogenation of olefins and imines under mild conditions. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)