1127389-80-3Relevant academic research and scientific papers
Highly modular P-OP ligands for asymmetric hydrogenation: Synthesis, catalytic activity, and mechanism
Fernandez-Perez, Hector,Donald, Steven M. A.,Munslow, Ian J.,Benet-Buchholz, Jordi,Maseras, Feliu,Vidal-Ferran, Anton
supporting information; experimental part, p. 6495 - 6508 (2010/10/02)
A library of enantiomerically pure P-OP ligands (phosphine-phosphite), straightforwardly available in two synthetic steps from enantiopure Sharpless epoxy ethers is reported. Both the alkyloxy and phosphite groups can be optimized for maximum enantioselectivity and catalytic activity. Their excellent performance in the Rhcatalyzed asymmetric hydrogenation of a wide variety of functionalized alkenes (26 examples) and modular design makes them attractive for future applications. The lead catalyst incorporates an (S)-BINOL-derived (BINOL= 1,1'bi-2-naphthol) phosphite group with computational studies revealing that this moiety has a dual effect on the behavior of our P-OP ligands. On one hand, the electronic properties of phosphite hinder the binding and reaction of the substrate in two out of the four possible manifolds. On the other hand, the steric effects of the BINOL allow for discrimination between the two remaining manifolds, thereby elucidating the high efficiency of these catalysts.
NEW PHOSPHINE-PHOSPHITE LIGANDS
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Page/Page column 24, (2009/04/25)
The invention relates to new phosphine-phosphite ligands for the preparation of a catalyst for the asymmetric hydrogenation of unsaturated hydrocarbon compounds, methods for their preparation and use thereof.
Highly modular P-O-P ligands for asymmetric hydrogenation
Fernandez-Perez, Hector,Pericas, Miquel A.,Vidal-Ferran, Anton
supporting information; experimental part, p. 1984 - 1990 (2009/08/10)
The preparation of a library of new P-O-P ligands (phosphine-phosphites and phosphine-phosphinites), easily available in two synthetic steps from enantiopure Sharpless epoxy ethers, is reported. The "lead" catalyst of the series has proven to have outstanding catalytic properties in the rhodium-catalysed asymmetric hydrogenation of a wide variety of functionalised alkenes (16 examples). The excellent performance and modular design of the catalysts makes them attractive for future applications.
