Alumina-Mediated π-Activation of Alkynes

Akhmetov V, Feofanov M, Sharapa D, Amsharov K (2021)


Publication Type: Journal article

Publication year: 2021

Journal

DOI: 10.1021/jacs.1c07845

Abstract

The ability to induce powerful atom-economic transformation of alkynes is the key feature of carbophilic π-Lewis acids such as gold- and platinum-based catalysts. The unique catalytic activity of these compounds in electrophilic activations of alkynes is explained through relativistic effects, enabling efficient orbital overlapping with π-systems. For this reason, it is believed that noble metals are indispensable components in the catalysis of such reactions. In this study, we report that thermally activated γ-Al2O3 activates enynes, diynes, and arene-ynes in a manner enabling reactions that were typically assigned to the softest π-Lewis acids, while some were known to be triggered exclusively by gold catalysts. We demonstrate the scope of these transformations and suggest a qualitative explanation of this phenomenon based on the Dewar-Chatt-Duncanson model confirmed by density functional theory calculations.

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APA:

Akhmetov, V., Feofanov, M., Sharapa, D., & Amsharov, K. (2021). Alumina-Mediated π-Activation of Alkynes. Journal of the American Chemical Society. https://doi.org/10.1021/jacs.1c07845

MLA:

Akhmetov, Vladimir, et al. "Alumina-Mediated π-Activation of Alkynes." Journal of the American Chemical Society (2021).

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