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EnglishWith 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 PPh3 whereas 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.
| Titolo: | Synthesis, characterization and a reactivity study of some allyl palladium complexes bearing bidentate hemi-labile carbene or mixed carbene/PPh3 ligands |
| Autori: | |
| Data di pubblicazione: | 2016 |
| Rivista: | |
| 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 PPh3 whereas 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. |
| Handle: | http://hdl.handle.net/11368/2897072 |
| Digital Object Identifier (DOI): | http://dx.doi.org/10.1016/j.poly.2016.08.051 |
| URL: | http://www.sciencedirect.com/science/article/pii/S0277538716304211 |
| Appare nelle tipologie: | 1.1 Articolo in Rivista |
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http://hdl.handle.net/11368/2897072
