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- W2109306150 endingPage "10381" @default.
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- W2109306150 abstract "Abstract A library of chiral supramolecular ligands, named BenzaPhos, of straightforward preparation (two steps from commercially or readily available starting materials) and modular structure, was designed and synthesized. The ligands were screened in the search for new rhodium catalysts for the enantioselective hydrogenation of several benchmark and industrially relevant substrates. Once a series of hits were identified, structural modifications were introduced on three of the best ligands and a small second‐generation library was created. Members of the latter library showed outstanding levels of activity and enantioselectivity in the hydrogenation of challenging olefins, such as enamide S4 and β‐dehydroamino ester S5 (>99 % ee : best value ever reported in both cases). A series of control experiments were undertaken to clarify the role of hydrogen bonding in determining the catalytic properties of the new ligands. The results of these experiments, together with those of computational studies carried out on four dihydride complexes involved in the catalytic hydrogenation of substrate S4 , strongly suggest that a substrate orientation takes place in the catalytic cycle by formation of a hydrogen bond between the ligand amide oxygen atom and the substrate amide NH atom." @default.
- W2109306150 created "2016-06-24" @default.
- W2109306150 creator A5012393605 @default.
- W2109306150 creator A5019442123 @default.
- W2109306150 creator A5031541703 @default.
- W2109306150 creator A5039707847 @default.
- W2109306150 creator A5042252788 @default.
- W2109306150 date "2012-06-19" @default.
- W2109306150 modified "2023-10-10" @default.
- W2109306150 title "A Library Approach to the Development of BenzaPhos: Highly Efficient Chiral Supramolecular Ligands for Asymmetric Hydrogenation" @default.
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