P-Stereogenic bisphosphines with a hydrazine backbone: from N–N atropoisomerism to double nitrogen inversion
| Autor: | Antoni Riera, Samuel Núñez-Pertíñez, Xavier Verdaguer, Amparo Prades |
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| Přispěvatelé: | Universitat de Barcelona |
| Rok vydání: | 2017 |
| Předmět: |
Hydrazine
Nanotechnology Ligands 010402 general chemistry 01 natural sciences Medicinal chemistry Catalysis law.invention Stereocenter Chemical kinetics chemistry.chemical_compound law Materials Chemistry Enantioselective catalysis Crystallization 010405 organic chemistry Chemistry Asymmetric hydrogenation Synthon Metals and Alloys General Chemistry Phosphinous acid 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials Catàlisi asimètrica Lligands Ceramics and Composites Nitrogen inversion |
| Zdroj: | Dipòsit Digital de la UB Universidad de Barcelona Recercat. Dipósit de la Recerca de Catalunya instname |
| ISSN: | 1364-548X 1359-7345 |
| DOI: | 10.1039/c7cc01944k |
| Popis: | The synthesis of P-stereogenic bisphosphine ligands starting from a phosphinous acid chiral synthon and hydrazine is reported. The dialkylation of the hydrazine backbone yielded atropo- and nitrogen inversion isomers which are in slow exchange. The crystallization of one of the isomers allowed us to study the reaction kinetics of the equilibria. The new ligands were tested in the Rh catalysed asymmetric hydrogenation of various benchmark substrates attaining up to 99% ee. |
| Databáze: | OpenAIRE |
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