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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Chemistry - An Asian Journal, Wiley-VCH Verlag, 2017, 12 (4), pp.459 - 464. 〈http://onlinelibrary.wiley.com/doi/10.1002/asia.201601583/full〉. 〈10.1002/asia.201601583〉
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https://hal-univ-bourgogne.archives-ouvertes.fr/hal-01562208
Contributeur : Icmub - Université de Bourgogne <>
Soumis le : jeudi 13 juillet 2017 - 16:56:29
Dernière modification le : vendredi 8 juin 2018 - 14:50:12

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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, Wiley-VCH Verlag, 2017, 12 (4), pp.459 - 464. 〈http://onlinelibrary.wiley.com/doi/10.1002/asia.201601583/full〉. 〈10.1002/asia.201601583〉. 〈hal-01562208〉

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