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  • 682869 - (11bS,11′bS)-4,4′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin

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682869 Sigma-Aldrich

(11bS,11′bS)-4,4′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin

Synonym: S,S-Reetz X-Diphosphonite

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Hydrogenation, Privileged Ligands and Complexes,
InChI Key   DXZANFKSPAISOB-UHFFFAOYSA-N
optical activity   [α]22/D -245°, c = 1 in chloroform
mp   195-207 °C (dec.)

Description

Application

• Catalyst for asymmetric hydrogenation of quinolines catalyzed by iridium complexes of BINOL-derived diphosphonites
• Ligand in asymmetric Ni-catalyzed hydrocyanation of styrene and other vinylarenes

This diphosphonite ligand has been successfully employed in Noyori-type asymmetric transfer hydrogenation of prochiral ketones.

Packaging

100, 500 mg in amber glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

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Protocols & Articles

Articles

Reetz Ligands

In 1998, Reetz et al. reported the synthesis of a new generation of ligand for enantioselective, catalyzed hydrogenation. Based on BINOL-derived diphosphonite molecules, these ligands showed good ena...
William Sommer and Daniel Weibel
Aldrich ChemFiles 2008, 8.2, 54.
Keywords: Addition reactions, Asymmetric synthesis, Catalysis, Chemfiles, Hydrogenations, Ligands

Peer-Reviewed Papers
15

References

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