Rational Optimization of Supramolecular Catalysts for the Rhodium‐Catalyzed Asymmetric Hydrogenation Reaction

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Abstract: Rational design of catalysts for asymmetric transformations is a longstanding challenge in the field of catalysis. In the current contribution we report a catalyst in which a hydrogen bond between the substrate and the catalyst plays a crucial role in determining the selectivity and the rate of the catalytic hydrogenation reaction, as is evident from a combination of experiments and DFT calculations. Detailed insight allowed in silico mutation of the catalyst such that only this hydrogen bond interaction is stronger, predicting that the new catalyst is faster. Indeed, we experimentally confirmed that optimization of the catalyst can be realized by increasing the hydrogen bond strength of this interaction by going from a urea to phosphine oxide H‐bond acceptor on the ligand.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Rational Optimization of Supramolecular Catalysts for the Rhodium‐Catalyzed Asymmetric Hydrogenation Reaction ; volume:56 ; number:42 ; year:2017 ; pages:13056-13060 ; extent:5
Angewandte Chemie / International edition. International edition ; 56, Heft 42 (2017), 13056-13060 (gesamt 5)

Creator: Daubignard, Julien
Detz, Remko J.
Jans, Anne C. H.
Bruin, Bas de
Reek, Joost N. H.

DOI: 10.1002/anie.201707670

URN: urn:nbn:de:101:1-2022091208301763199266

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:38 AM CEST

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Daubignard, Julien
Detz, Remko J.
Jans, Anne C. H.
Bruin, Bas de
Reek, Joost N. H.

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