Impact of the <i>N</i>-Heterocyclic Carbene (NHC) Ligand on the <i>trans</i>-[Pd(NHC)(NH<sub>2</sub><sup><i>n</i></sup>Bu)Cl<sub>2</sub>] Precatalyst Architecture in C–N Bond-Forming Reactions
Two straightforward synthetic procedures leading to air- and moisture-stable trans-[Pd(NHC)(NH2nBu)Cl2] precatalysts are presented. These complexes, obtained by adding n-butylamine to [Pd(NHC)(μ-Cl)Cl]2 or trans-[Pd(NHC)(DMS)Cl2] precursors (DMS, dimethyl sulfide), demonstrate superior catalytic activity compared to their DMS counterparts in Buchwald–Hartwig amination reactions. Utilizing a more sustainable solvent (2-MeTHF), the catalyst loading was halved to 0.1 mol %, establishing this new system as a highly efficient and environmentally more friendly alternative to previous systems.
Authors
- Catherine S. J. Cazin (ORCID: https://orcid.org/0000-0002-9094-8131)
- Kristof Van Hecke (ORCID: https://orcid.org/0000-0002-2455-8856)
- Nestor Bracho Pozsoni (ORCID: https://orcid.org/0009-0004-3880-2487)
- Fady Nahra (ORCID: https://orcid.org/0000-0002-1115-9725)
- Steven P. Nolan (ORCID: https://orcid.org/0000-0001-9024-2035)
Institutions
- Ghent University (BE)
- Flemish Institute for Technological Research (BE)
Publication Details
- Journal
- Organometallics
- Published
- 2024-11-11
- DOI
- https://doi.org/10.1021/acs.organomet.4c00419
- Citations
- 4
- Primary Topic
- Catalytic Cross-Coupling Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.00
Funders
- Fonds Wetenschappelijk Onderzoek
- Universiteit Gent
- Vlaamse regering