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237663 Aldrich

(+)-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane

98%

Synonym: (+)-DIOP, (+)-1,4-Bis(diphenylphosphino)-1,4-dideoxy-2,3-O-isopropylidene-D-threitol, (4S,5S)-4,5-Bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane, (4S-trans)-[(2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene)]bis(diphenylphosphine), (S,S)-DIOP

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, DIOP, Privileged Ligands and Complexes More...
InChI Key   VCHDBLPQYJAQSQ-LOYHVIPDSA-N
assay   98%
optical activity   [α]19/D +26°, c = 2.3 in chloroform
mp   86-88 °C(lit.)
storage temp.   2-8°C

Description

Application

For the in situ preparation of chiral hydrogenation catalysts.

Ligand for Rh(I)-catalyzed asymmetric hydrogenation of enamides, 1,4-disilylation of α,β-unsaturated ketones, Heck reaction of alkenyl iodides, and hydroformylation of olefins.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Price and Availability

Suggested Laboratory Gloves


Laboratory GlovesThis substance has been tested against several types of hand protection for CE compliance. Click below to find the recommended gloves for handling this product.



Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

DIOP

DIOP is one of the first chiral ligands used for asymmetric hydrogenation catalysis. DIOP can be synthesized in four simple steps from tartaric acid. Chelation with a rhodium complex generates an opt...
William Sommer and Daniel Weibel
Aldrich ChemFiles 2008, 8.2, 81.
Keywords: Asymmetric synthesis, Catalysis, Chemfiles, Hydrogenations, Ligands

DIPAMP

Rewarded by a Nobel Prize in 2001 for his pioneering work in asymmetric synthesis, Knowles was the first to develop a transition-metal chiral catalyst based on a chiral diphosphine ligand, DIPAMP, th...
William Sommer and Daniel Weibel
Aldrich ChemFiles 2008, 8.2, 81.
Keywords: Asymmetric synthesis, Catalysis, Chemfiles, Hydrogenations, Ligands, Parkinson Disease

Peer-Reviewed Papers
15

References

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