Mechanistic switch in dual gold catalysis of diynes: C(sp3)-H activation through bifurcation-vinylidene versus carbene pathways

The other side of the mountain: Changing the framework of diyne systems opens up new cyclization modes for dual gold catalysis. Instead of a 5-endo cyclization and gold vinylidenes a 6-endo cyclization gives rise to gold-stabilized carbenes as key intermediates for selective CH insertions.

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Bibliographic Details
Main Authors: Hansmann, Max M. (Author) , Rudolph, Matthias (Author) , Rominger, Frank (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: January 30, 2013
In: Angewandte Chemie. International edition
Year: 2013, Volume: 52, Issue: 9, Pages: 2593-2598
ISSN:1521-3773
DOI:https://doi.org/10.1002/anie.201208777
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/https://doi.org/10.1002/anie.201208777
Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201208777
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Author Notes:Max M. Hansmann, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi
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Summary:The other side of the mountain: Changing the framework of diyne systems opens up new cyclization modes for dual gold catalysis. Instead of a 5-endo cyclization and gold vinylidenes a 6-endo cyclization gives rise to gold-stabilized carbenes as key intermediates for selective CH insertions.
Item Description:Die Zahl 3 ist im Titel hochgestellt
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Physical Description:Online Resource
ISSN:1521-3773
DOI:https://doi.org/10.1002/anie.201208777