Journal ArticleDOI
Asymmetric hydroformylation of styrene using rhodium and platinum complexes of diphosphites containing chiral chelate backbones and chiral 1,3,2-dioxaphosphorinane moieties
TLDR
Several chiral diphosphite ligands containing six stereogenic centers were synthesized and tested in order to study chiral cooperativity in the Rh- and Pt-catalysed asymmetric hydroformylation of styrene.Abstract:
Several chiral diphosphite ligands containing six stereogenic centres were synthesised and tested in order to study chiral cooperativity in the Rh- and Pt-catalysed asymmetric hydroformylation of styrene. The ligands were prepared either by the reaction of 2,4-pentanediol enantiomers with (4R,6R)-4,6-dimethyl-2-chloro-1,3,2-dioxaphosphorinane or that of (1S,3S)-1,3-diphenyl-1,3-propanediol with 4,6-dimethyl-2-chloro-1,3,2-dioxaphosphorinane enantiomers. Thus the chirality was varied both in the chelate backbone and in the terminal groups of the ligands. In case of Pt-catalysed hydroformylation, the stereogenic elements in the bridge have been found to be determinate for the product configuration with a cooperative effect from the terminal groups when the constellations are matched with 40% e.e. maximum enantioselectivity. Some coordination chemistry and the crystal structure determination of these ligands are also reported.read more
Citations
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Journal ArticleDOI
Phosphite-containing ligands for asymmetric catalysis.
TL;DR: Phosphite-Containing Ligands for Asymmetric Catalysis PietW.
Journal ArticleDOI
Recent advances in Rh-catalyzed asymmetric hydroformylation using phosphite ligands
TL;DR: A review of the recent advances in Rh-catalyzed asymmetric hydroformylation using phosphite ligands is given in this article. But this review is limited to the use of phosphite-based ligands.
Journal ArticleDOI
Highlights of the Rh-catalysed asymmetric hydroformylation of alkenes using phosphorus donor ligands
TL;DR: In this paper, it was shown that the key to achieving high enantioselectivities is not the type the phosphorus function involved in the coordination to the metal, but the particular spatial arrangement of the coordinated ligand.
Journal ArticleDOI
Chiral diphosphites derived from D-glucose: new highly modular ligands for the asymmetric catalytic hydrogenation.
TL;DR: Results show that enantiomeric excesses depend strongly on the absolute configuration of C-3 and slightly on the stereocenter carbon C-5, while the sense of the enantiodiscrimination is predominantly controlled by the configuration of the biaryls at the phosphite moieties.
Journal ArticleDOI
Diphosphite ligands based on ribose backbone as suitable ligands in the hydrogenation and hydroformylation of prochiral olefins
TL;DR: In this article, it was shown that the configuration of the product is controlled by the absolute configuration of C-3 of the stereogenic carbon atom of a diphosphite derivative of ribofuranose.
References
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Journal ArticleDOI
Recent advances in enantioselective hydroformylation
Journal ArticleDOI
Platinum-catalyzed asymmetric hydroformylation of olefins with (-)-BPPM/SnCl2-based catalyst systems
TL;DR: In this paper, the chiral ligands 1-(tert-butoxycarbonyl)-(2S, 4S)-2-[(diphenylphosphino)methyl]-4-(dibenzophospholyl)pyrrolidine, (1.
Journal ArticleDOI
Asymmetric hydroformylation of styrene by chiral platinum catalysts: a re-evaluation of the optical yields
TL;DR: In this article, the optical yields in the asymmetric hydroformylation of styrene (up to 95%) have been found to be considerably lower than previously estimated optical yields.
Journal ArticleDOI
Kinetics of the formation and hydrogenolysis of acylrhodium tetracarbonyl
Marc Garland,Piero Pino +1 more
Journal ArticleDOI
Asymmetric hydroformylation of vinyl acetate by use of chiral bis(triarylphosphite)-rhodium(I) complexes
TL;DR: Bis(triarylphosphite) ligands 1−4 were prepared in optically pure forms from (R)- or (S)-binaphthol and (ArO) 2 PCl, and their Rh(I) complexes have been used as catalysis for hydroformylation of vinyl acetate as discussed by the authors.