Chiral oxazoline ligands. Synthesis and characterization of palladium, nickel and manganese complexes containing bidentate N,O and N,P moieties[hair space]

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Montserrat Gómez-Simón, Susanna Jansat, Guillermo Muller, David Panyella, Mercè Font-Bardía and Xavier Solans


Abstract

Complexes of palladium, nickel and manganese, with the chiral ligand (+)-(4′R)-2-(4′-ethyl-3′,4′-dihydrooxazol-2′-yl)phenol HLOH were synthesized and characterized by 1H, 31P NMR spectroscopy, magnetic susceptibility and including the crystal structure determinations of trans-[PdLOH2] and [PdClLOH(PPh3)]. The LOH moiety is co-ordinated in a bidentate fashion in neutral, cationic and anionic complexes, rigid on the NMR time-scale. Monodentate O-co-ordinated complexes were obtained only in the presence of phosphines. The manganese complex [MnClLOH2] showed little activity in the catalytic epoxidation of styrene. The first phosphinite oxazoline ligand LOP was synthesized from HLOH. Neutral and cationic alkyl and allyl complexes of palladium with it were obtained and characterized. The cationic complexes showed dynamic behaviour.


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