On the gold-Catalyzed generation of vinyl cations from 1,5-diynes
Conjugated 1,5-diynes bearing two aromatic units at the alkyne termini were converted in the presence of a gold catalyst. Under mild conditions, aryl-substituted dibenzopentalenes were generated. Calculations predict that aurated vinyl cations are key intermediates of the reaction. A bidirectional a...
Saved in:
| Main Authors: | , , , , |
|---|---|
| Format: | Article (Journal) |
| Language: | English |
| Published: |
March 13, 2017
|
| In: |
Angewandte Chemie. International edition
Year: 2017, Volume: 56, Issue: 12, Pages: 3364-3368 |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.201700057 |
| Online Access: | Verlag, Volltext: http://dx.doi.org/10.1002/anie.201700057 Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201700057 |
| Author Notes: | Thomas Wurm, Janina Bucher, Sarah B. Duckworth, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi |
| Summary: | Conjugated 1,5-diynes bearing two aromatic units at the alkyne termini were converted in the presence of a gold catalyst. Under mild conditions, aryl-substituted dibenzopentalenes were generated. Calculations predict that aurated vinyl cations are key intermediates of the reaction. A bidirectional approach provided selective access to the angular annulated product in high yield, which was explained by calculations. |
|---|---|
| Item Description: | First published: 14 February 2017 Gesehen am 18.10.2018 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.201700057 |