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685259 Sigma-Aldrich

Bis[(S,S,S)-DiazaPhos-SPE]

Synonym: 2,2′,2″,2′′′-(1,2-Phenylenebis[(1S,3S)-tetrahydro-5,8-dioxo-1H-[1,2,4]diazaphospholo[1,2-a]pyridazine-2,1,3(3H)-triyl])tetrakis(N-[(1S)-1-phenylethyl])benzamide

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Hydroformylation, Landis Ligands,
InChI Key   NTWCWWNZWYJTEP-HMVZQFFBSA-N
optical activity   [α]20/D +15.0°, c = 1 in THF
mp   289-299 °C

Description

Application

Diazaphospholane Ligands for Catalytic Asymmetric Transformations

Catalytic chiral bisdiazaphospholane ligand used for:
• Enantioselective synthesis of α,β-unsaturated aldehydes via hydroformylation of dienes catalyzed by rhodium catalyst
• Stereoselective preparation of chiral aldehydes via rhodium-catalyzed enantioselective hydroformylation of N-vinyl carboxamides, allyl ethers, and allyl carbamates
• Regioselective and enantioselective rhodium-catalyzed hydroformylation of styrene with (S,S,S)-bisdiazaphos
• Regioselective and enantioselective hydroformylation of dialkyl acrylamides
• Highly enantioselective hydroformylation of aryl alkenes
• Styrene hydroformylation reactions catalyzed by rhodium(I) complexes of bis(phosphite) ligands

Diazaphospholane ligands display excellent levels of conversion and selectivity in Rh-catalyzed asymmetric hydroformylation reactions.

Legal Information

Product is sold for R&D purpose only and use by end user in the manufacture of products of commerce is not permitted. Product is sold in association with DowpharmaSM a business unit of The Dow Chemical Company. U.S. Pat. 7,071,357B.

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

Landis Ligands

The interest in asymmetric reactions has been growing for the past 40 years. To address the challenges of synthesizing chiral building blocks with high yields and high selectivities, researchers deve...
William Sommer and Daniel Weibel
Aldrich ChemFiles 2008, 8.2, 84.
Keywords: Alkylations, Asymmetric synthesis, Building blocks, Chemfiles, Hydroformylations, Ligands, Solid phase extractions, transformation

Related Content

Landis Ligands in Chemical Synthesis

The interest in asymmetric reactions has been growing for the past 40 years. To address the challenges of synthesizing chiral building blocks with high yields and high selectivities, researchers deve...
Keywords: Alkylations, Applications, Asymmetric synthesis, Building blocks, Catalysis, Hydroformylations, Ligands, Solid phase extractions, transformation

Peer-Reviewed Papers
15

References

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