Intermolecular desymmetrizing gold-catalyzed Yne-Yne reaction of push-pull diarylalkynes

Push-pull diaryl alkynes are dimerized in the presence of a cationic gold catalyst. The polarized structure of the applied starting materials enables the generation of a highly reactive vinyl cation intermediate in an intermolecular reaction. Trapping of the vinyl cation by a nucleophilic attack of...

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Main Authors: Claus, Vanessa (Author) , Wurm, Thomas (Author) , Vethacke, Vanessa (Author) , Dietl, Martin C. (Author) , Rudolph, Matthias (Author) , Rominger, Frank (Author) , Xie, Jin (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: 25 January 2018
In: Chemistry - a European journal
Year: 2018, Volume: 24, Issue: 15, Pages: 3725-3728
ISSN:1521-3765
DOI:10.1002/chem.201800360
Online Access:Verlag, Volltext: http://dx.doi.org/10.1002/chem.201800360
Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201800360
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Author Notes:Vanessa Weingand, Thomas Wurm, Vanessa Vethacke, Martin C. Dietl, Daniel Ehjeij, Matthias Rudolph, Frank Rominger, Jin Xie, A. Stephen K. Hashmi
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Summary:Push-pull diaryl alkynes are dimerized in the presence of a cationic gold catalyst. The polarized structure of the applied starting materials enables the generation of a highly reactive vinyl cation intermediate in an intermolecular reaction. Trapping of the vinyl cation by a nucleophilic attack of the electron-poor aryl unit then leads to the selective formation of highly substituted naphthalenes in a single step and in complete atom economy.
Item Description:Gesehen am 27.08.2018
Physical Description:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.201800360