Halogen-bridged methylnaphthyl palladium dimers as versatile catalyst precursors in coupling reactions
- Halogen-bridged methylnaphthyl (MeNAP) palladium dimers are presented as multipurpose Pd-precursors, ideally suited for catalytic method development and preparative organic synthesis. By simply mixing with phosphine or carbene ligands, they are in situ converted into well-defined monoligated complexes. Their catalytic performance was benchmarked against state-of-the-art systems in challenging Buchwald–Hartwig, Heck, Suzuki and Negishi couplings, and ketone arylations. Their use enabled record-setting activities, beyond those achievable by optimization of the ligand alone. The MeNAP catalysts permit syntheses of tetra-ortho-substituted arenes and bulky anilines in near-quantitative yields at room temperature, allow mono-arylations of small ketones, and enable so far elusive cross-couplings of secondary alkyl boronic acids with aryl chlorides.
| Author: | Nardana SivendranORCiDGND, Nico PirklORCiDGND, Zhiyong HuORCiDGND, Angelino DoppiuORCiDGND, Lukas J. GooßenORCiDGND |
|---|---|
| URN: | urn:nbn:de:hbz:294-127551 |
| DOI: | https://doi.org/10.1002/anie.202110450 |
| Parent Title (German): | Angewandte Chemie International Edition |
| Publisher: | Wiley-VCH |
| Place of publication: | Weinheim |
| Document Type: | Doctoral Thesis |
| Language: | English |
| Date of Publication (online): | 2024/11/21 |
| Date of first Publication: | 2021/09/14 |
| Publishing Institution: | Ruhr-Universität Bochum, Universitätsbibliothek |
| Tag: | C−C coupling; allyl ligands; cross coupling; homogeneous catalysis; palladium |
| Volume: | 60 |
| Issue: | 47 |
| First Page: | 25151 |
| Last Page: | 25160 |
| Note: | Dieser Beitrag ist auf Grund des DEAL-Wiley-Vertrages frei zugänglich. |
| Institutes/Facilities: | Lehrstuhl für Organische Chemie I |
| Dewey Decimal Classification: | Naturwissenschaften und Mathematik / Chemie, Kristallographie, Mineralogie |
| open_access (DINI-Set): | open_access |
| faculties: | Fakultät für Chemie und Biochemie |
| Licence (English): |  Creative Commons - CC BY-NC 4.0 - Attribution-NonCommercial 4.0 International |
