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Gold-Catalyzed Suzuki Coupling of ortho -Substituted Hindered Aryl Substrates

Abstract : 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.
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Article dans une revue
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Contributeur : ICMUB - université de Bourgogne Connectez-vous pour contacter le contributeur
Soumis le : jeudi 13 juillet 2017 - 16:56:29
Dernière modification le : jeudi 4 août 2022 - 17:08:41




Nejib Dwadnia, Julien Roger, Nadine Pirio, Hélène Cattey, Ridha Ben salem, et al.. Gold-Catalyzed Suzuki Coupling of ortho -Substituted Hindered Aryl Substrates. Chemistry - An Asian Journal, 2017, 12 (4), pp.459 - 464. ⟨10.1002/asia.201601583⟩. ⟨hal-01562208⟩



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