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.

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Metadaten
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:Article
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):License LogoCreative Commons - CC BY-NC 4.0 - Attribution-NonCommercial 4.0 International