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RESEARCH PRODUCT
Gold-Catalyzed Suzuki Coupling of ortho -Substituted Hindered Aryl Substrates
Jean-cyrille HiersoJean-cyrille HiersoJulien RogerHélène CatteyNadine PirioRidha Ben SalemNejib Dwadniasubject
bromides010402 general chemistry01 natural sciencesBiochemistry[ CHIM ] Chemical SciencesCatalysischemistry.chemical_compoundSuzuki reactionPolymer chemistrygold(iii)Organic chemistry[CHIM]Chemical SciencesPhenylboronic acidacidscomplexes010405 organic chemistryLigandArylOrganic ChemistryGeneral ChemistryNuclear magnetic resonance spectroscopy0104 chemical sciencesreactivityhalideschemistryFerrocenenanoparticlesIsopropyldescription
International audience; A method that allows hindered ortho-substituted aryl iodides to be efficiently coupled to phenylboronic acid using a gold-catalyzed C-C bond formation is presented. The use of a molecularly-defined dinuclear gold chloride catalytic precursor that is stabilized by a new tetradentate (N,N')-diamino-(P,P')-diphosphino ferrocene hybrid ligand in a Suzuki-type reaction is described for the first time. Electron-rich isopropyl groups on phosphorus were found essen-tial for a superior activity, while the performances of a set of analogous gold dinuclear complexes that were fully characterized by multinuclear NMR spectroscopy and XRD analysis, were investigated. Therefore, arylation of para and orthosubstituted iodoarenes bearing electron-rich, electron-poor functional groups, and even hindered polycyclic aromatic compounds is described.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2017-02-16 |