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: | , , , , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
25 January 2018
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| 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 |
| Author Notes: | Vanessa Weingand, Thomas Wurm, Vanessa Vethacke, Martin C. Dietl, Daniel Ehjeij, Matthias Rudolph, Frank Rominger, Jin Xie, A. Stephen K. Hashmi |
| 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. |
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| Item Description: | Gesehen am 27.08.2018 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201800360 |