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Stoichiometric reductive C-N bond formation of arylgold(III) complexes with N-nucleophiles

The reductive formation of substituted anilines from amines and three well-defined aryl- gold(III) complexes, i.e., dichloro(2,6-lutidine)phen- ylgold(III) (2), dichloro(2,6-lutidine)-p-tolylgold(III) (3), and chlorobis(triphenylphosphine)phenylgold(III) chloride (4) was studied. The reaction is sto...

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Main Authors: Lavy, Séverine (Author) , Miller, Jeremie J. (Author) , Pažický, Marek (Author) , Rodrigues, Anne-Sophie (Author) , Rominger, Frank (Author) , Jäkel, Christoph (Author) , Serra, Daniel (Author) , Vinokurov, Nikolai (Author) , Limbach, Michael (Author)
Format: Article (Journal)
Language:English
Published: 16 November 2010
In: Advanced synthesis & catalysis
Year: 2010, Volume: 352, Issue: 17, Pages: 2993-3000
ISSN:1615-4169
DOI:10.1002/adsc.201000598
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/adsc.201000598
Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.201000598
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Author Notes:Séverine Lavy, Jeremie J. Miller, Marek Pažický, Anne-Sophie Rodrigues, Frank Rominger, Christoph Jäkel, Daniel Serra, Nikolai Vinokurov, and Michael Limbach
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Summary:The reductive formation of substituted anilines from amines and three well-defined aryl- gold(III) complexes, i.e., dichloro(2,6-lutidine)phen- ylgold(III) (2), dichloro(2,6-lutidine)-p-tolylgold(III) (3), and chlorobis(triphenylphosphine)phenylgold(III) chloride (4) was studied. The reaction is stoichiometric in gold and represents a key step of a potential gold-catalyzed intermolecular amination reaction of arenes. It proceeds smoothly with a broad range of N-nucleophiles in the presence of sodium acetate (NaOAc) and enables the selective formation of N-substituted anilines in good yields. A mechanistic pathway is proposed and discussed as well.
Item Description:Gesehen am 10.03.2023
Physical Description:Online Resource
ISSN:1615-4169
DOI:10.1002/adsc.201000598

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