Rational Optimization of Supramolecular Catalysts for the Rhodium‐Catalyzed Asymmetric Hydrogenation Reaction
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.
- Standort
-
Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
-
Online-Ressource
- Sprache
-
Englisch
- Erschienen in
-
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)
- Urheber
- DOI
-
10.1002/anie.201707670
- URN
-
urn:nbn:de:101:1-2022091208301763199266
- Rechteinformation
-
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
-
15.08.2025, 07:38 MESZ
Datenpartner
Deutsche Nationalbibliothek. Bei Fragen zum Objekt wenden Sie sich bitte an den Datenpartner.
Beteiligte
- Daubignard, Julien
- Detz, Remko J.
- Jans, Anne C. H.
- Bruin, Bas de
- Reek, Joost N. H.
Ähnliche Objekte (12)
Rhodium-Catalyzed Asymmetric Transfer Hydrogenation
Rational Optimization of Supramolecular Catalysts for the Rhodium‐Catalyzed Asymmetric Hydrogenation Reaction
Rhodium-Catalyzed Enantioselective Hydrogenation of Enamido Esters
Rhodium-Catalyzed cis-Selective Hydrogenation of Fluoroarenes
Rhodium-Catalyzed Asymmetric Arylation of Diarylmethylamines
Asymmetric Rhodium-Catalyzed [4+3] Cycloaddition
Rhodium-Catalyzed Asymmetric Vinylogous Addition to Vinyldiazoacetates
Rhodium‐Catalyzed Asymmetric Arylation of Cyclobutenone Ketals
Rhodium‐Catalyzed Asymmetric Arylation of Cyclobutenone Ketals
The Rhodium-Catalyzed Asymmetric 1,4-Addition
Asymmetric Rhodium-Catalyzed Synthesis of Tertiary Propargyl Alcohols
Rhodium-Catalyzed Asymmetric Dearomatization of Naphthols with Alkynes
Rhodium-Catalyzed Asymmetric Transfer Hydrogenation
Rational Optimization of Supramolecular Catalysts for the Rhodium‐Catalyzed Asymmetric Hydrogenation Reaction
Rhodium-Catalyzed Enantioselective Hydrogenation of Enamido Esters
Rhodium-Catalyzed cis-Selective Hydrogenation of Fluoroarenes
Rhodium-Catalyzed Asymmetric Arylation of Diarylmethylamines
Asymmetric Rhodium-Catalyzed [4+3] Cycloaddition
Rhodium-Catalyzed Asymmetric Vinylogous Addition to Vinyldiazoacetates
Rhodium‐Catalyzed Asymmetric Arylation of Cyclobutenone Ketals
Rhodium‐Catalyzed Asymmetric Arylation of Cyclobutenone Ketals
The Rhodium-Catalyzed Asymmetric 1,4-Addition
Asymmetric Rhodium-Catalyzed Synthesis of Tertiary Propargyl Alcohols
Rhodium-Catalyzed Asymmetric Dearomatization of Naphthols with Alkynes
Rhodium-Catalyzed Asymmetric Transfer Hydrogenation
Rational Optimization of Supramolecular Catalysts for the Rhodium‐Catalyzed Asymmetric Hydrogenation Reaction
Rhodium-Catalyzed Enantioselective Hydrogenation of Enamido Esters
Rhodium-Catalyzed cis-Selective Hydrogenation of Fluoroarenes
Rhodium-Catalyzed Asymmetric Arylation of Diarylmethylamines
Asymmetric Rhodium-Catalyzed [4+3] Cycloaddition
Rhodium-Catalyzed Asymmetric Vinylogous Addition to Vinyldiazoacetates
Rhodium‐Catalyzed Asymmetric Arylation of Cyclobutenone Ketals
Rhodium‐Catalyzed Asymmetric Arylation of Cyclobutenone Ketals
The Rhodium-Catalyzed Asymmetric 1,4-Addition
Asymmetric Rhodium-Catalyzed Synthesis of Tertiary Propargyl Alcohols