First allylpalladium systems containing chiral imidazolylpyridine ligands - Structural studies and catalytic behaviour

Article abstract of DOI:10.1002/ejic.200600682

Palladium/chiral imidazolylpyridine systems were tested in allylic alkylation of rac-3-acetoxy-1,3-diphenyl-1-propene (rac-I) and 3-acetoxy-1-phenyl-1-propene (II), paying particular attention to the influence of the amine nitrogen hybridisation on their catalytic behaviour. Allylpalladium complexes 9-11 containing optically pure imidazolines were synthesised and fully characterised both in solution (NMR) and the solid state (single-crystal X-ray diffraction). NMR studies showed four species in solution for complex 9 containing the unsymmetrical 1-phenylallyl group, while for 10 and 11, involving the symmetrical 1,3-diphenylallyl moiety, two species, endo and exo, were identified. In the solid state, only endo isomers crystallised for each complex. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.