With the aim at synthesizing novel allyl complexes that can potentially act as catalysts in the Tsuji–Trost catalyzed reaction, we have synthesized and characterized some allyl and 2-Meallyl palladium derivatives with one hemilabile bidentate or two strong mono-coordinating spectator ligands. The hemilabile ligands are constituted by one nitrogen heterocyclic carbene (NHC) fragment acting as the pivot bearing a labile wing with a pyridine nitrogen or sulfur atom as the second stabilizing atom. One of two monodentate ligands is in all cases PPh3whereas the other is a mono- or partially coordinated hemilabile carbene. The complexes were characterized by standard spectroscopic methods and elemental analysis and in two cases by SC-XRD technique. The reactivity of two selected complexes toward the Tsuji–Trost reaction was tested by stoichiometric allyl amination carried out with piperidine and the results of such a mechanistic investigation integrated by a computational study are also reported in this paper.
Synthesis, characterization and a reactivity study of some allyl palladium complexes bearing bidentate hemi-labile carbene or mixed carbene/PPh3ligands
Scattolin T.;
2016
Abstract
With the aim at synthesizing novel allyl complexes that can potentially act as catalysts in the Tsuji–Trost catalyzed reaction, we have synthesized and characterized some allyl and 2-Meallyl palladium derivatives with one hemilabile bidentate or two strong mono-coordinating spectator ligands. The hemilabile ligands are constituted by one nitrogen heterocyclic carbene (NHC) fragment acting as the pivot bearing a labile wing with a pyridine nitrogen or sulfur atom as the second stabilizing atom. One of two monodentate ligands is in all cases PPh3whereas the other is a mono- or partially coordinated hemilabile carbene. The complexes were characterized by standard spectroscopic methods and elemental analysis and in two cases by SC-XRD technique. The reactivity of two selected complexes toward the Tsuji–Trost reaction was tested by stoichiometric allyl amination carried out with piperidine and the results of such a mechanistic investigation integrated by a computational study are also reported in this paper.Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.