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N‑Arylpyridiniophosphines: Synthesis, Structure, and Applications in Au(I) Catalysis

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

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Goddard,  Richard
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Tinnermann, H., Nicholls, L. D. M., Johannsen, T., Wille, C., Golz, C., Goddard, R., et al. (2018). N‑Arylpyridiniophosphines: Synthesis, Structure, and Applications in Au(I) Catalysis. ACS Catalysis, 8(11), 10457-10463. doi:10.1021/acscatal.8b03271.


Cite as: http://hdl.handle.net/21.11116/0000-0002-73DB-6
Abstract
The synthesis and characterization through NMR and X-ray crystallography of a series of N-arylpyridiniophosphines and their corresponding Au(I)-derivatives are reported. Because of their acceptor properties, pyridiniophosphines efficiently enhance the electrophilicity of the Au atom in the complexes they form. In our study, this is translated into higher reactivity of the corresponding Au catalysts, which is demonstrated in two mechanistically differentiated cycloisomerizations. Moreover, the steric protection and probably also the electronic stabilization provided by the N-aryl substituents make the active Au-species more robust and slow down its rate of decay. This allows for an appreciable reduction of the catalyst loadings.