Testing Phosphanes in the Palladium Catalysed Allylation of Secondary and Primary Amines

Abstract

AbstractThe electronic nature of the ligand plays a crucial role in the palladium‐catalysed allylation of amines with allylic alcohols. The better the ligand is as a π acceptor, the more active the catalyst. Experiments with a series with mono‐ and bidentate ligands featuring phosphanes and phospholes applied in the catalytic allylation of aniline clearly demonstrate this. Bolstered by DFT calculations, we have devised a new efficient catalyst for this process which carries the strong π acceptor 1,2,5‐triphenylphosphole as a ligand. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)