Asymmetric hydrogenation of quinolines catalyzed by iridium complexes of BINOL-derived diphosphonites.
نویسندگان
چکیده
A chiral diphosphonite, derived from BINOL and with an achiral diphenyl ether backbone, is an excellent ligand for the Ir-catalyzed asymmetric hydrogenation of quinolines; achiral P-ligands serving as possible additives (ee = 73-96%).
منابع مشابه
Asymmetric Hydrogenation of Quinolines Catalyzed by Iridium Complexes of Monodentate BINOL-Derived Phosphoramidites
The monodentate BINOL-derived phosphoramidite PipPhos is used as ligand for the iridium-catalyzed asymmetric hydrogenation of 2and 2,6-substituted quinolines. If tri-ortho-tolylphosphine and/or chloride salts are used as additives enantioselectivities are strongly enhanced up to 89%. NMR indicates that no mixed complexes are formed upon addition of tri-ortho-tolylphosphine.
متن کاملAsymmetric Hydrogenation of Quinolines Catalyzed by Iridium with Chiral Ferrocenyloxazoline Derived N,P Ligands
Chiral ferrocenyloxazoline derived N,P ligands are used in the iridium-catalyzed asymmetric hydrogenation of quinolines, and up to 92% ee was obtained. The role of the planar chirality is also studied.
متن کاملChiral phosphine-phosphoramidite ligands for highly efficient Ir-catalyzed asymmetric hydrogenation of sterically hindered N-arylimines.
A mild and general iridium-catalyzed, highly enantioselective hydrogenation of sterically hindered N-arylimines with a new H(8)-BINOL-derived phosphine-phosphoramidite ligand has been developed. The present catalytic system features high turnover numbers (up to 100000) and good to perfect enantioselectivities (up to 99% ee) for the hydrogenation of a variety of sterically hindered N-arylimines.
متن کاملAsymmetric hydrogenation of quinolines with high substrate/catalyst ratio.
The chiral diphosphinite ligand derived from (R)-1,1'-spirobiindane-7,7'-diol has been found to be highly effective in the Ir-catalyzed asymmetric hydrogenation of quinolines with high substrate/catalyst ratio (up to 5000) and high enantioselectivity (up to 94% ee).
متن کاملSynthesis of novel BINOL-derived chiral bisphosphorus ligands and their application in catalytic asymmetric hydrogenation.
Some novel ortho-substituted BINOL-derived bisphosphorous ligands (o-BINAPO and o-NAPHOS) were synthesis from readily available (S)-BINOL; these ligands showed excellent enantioselectivities (up to 99% ee) in Rh(I)-catalyzed asymmetric hydrogenation of functionalized olefins.
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ورودعنوان ژورنال:
- Chemical communications
دوره 20 شماره
صفحات -
تاریخ انتشار 2006