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Elementary Steps of Gold Catalysis: NMR Spectroscopy Reveals the Highly Cationic Character of a "Gold Carbenoid"

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Seidel,  Günter
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Mynott,  Richard
Service Department Mynott (NMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Fürstner,  Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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anie_200806059_sm_miscellaneous_information.pdf
(Supplementary material), 39KB

Citation

Seidel, G., Mynott, R., & Fürstner, A. (2009). Elementary Steps of Gold Catalysis: NMR Spectroscopy Reveals the Highly Cationic Character of a "Gold Carbenoid". Angewandte Chemie International Edition, 48(14), 2510-2513. doi:10.1002/anie.200806059.


Cite as: https://hdl.handle.net/11858/00-001M-0000-0024-C2F5-6
Abstract
What are you? Even though the metal-induced ring opening of 3,3-disubstituted cyclopropenes is known to serve as a genuine carbene generator, the use of AuI in this reaction leads to a reactive intermediate with highly cationic character. This result has important implications for gold catalysis in general, which in the past has been commonly attributed to the intervention of gold carbenes.