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682144 Aldrich

(R)-(–)-4,12-Bis(diphenylphosphino)-[2.2]-paracyclophane

96%

Synonym: (R)-Phanephos

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Hydrogenation, P-Phos, PhanePhos and BoPhoz Ligands,
InChI Key   GYZZZILPVUYAFJ-UHFFFAOYSA-N
assay   96%
optical activity   [α]/D -34±4°, c = 1 in chloroform
mp   222-226 °C

Description

Packaging

100, 500 mg in glass insert

Legal Information

Sold in collaboration with Johnson Matthey Catalyst for research purposes only. US5874629 and any patents arising therefrom apply.

Application

(R)-(-)-4,12-Bis(diphenylphosphino)-[2.2]-paracyclophane may be used as a ligand in the following processes:
• Enantioselective reductive cyclization of 1,6-enynes via asymmetric hydrogenation in the presence of a rhodium catalyst to form alkylidene-substituted heterocycles.
• Asymmetric hydroboration of 3,3-disubstituted cyclopropenes to form 2,2-disubstituted cyclopropyl boronates.
• Asymmetric ring-opening reactions of azabenzonorbornadienes in the presence of zinc(II) triflate and palladium(II) acetate to form aminodihydronaphthalenes.

Efficient ligand for asymmetric hydrogentation of dehydroamino acids, methyl esters and keytones.

Price and Availability

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

P-Phos, PhanePhos and BoPhoz™ Ligands

The P-Phos ligand family was developed by Professor Chan of Hong Kong Polytechnic University and licensed to JM CCT in 2002. P-Phos is an atropisomeric biaryl bisphosphine with the unique feature of ...
William Sommer and Daniel Weibel
Aldrich ChemFiles 2008, 8.2, 47.
Keywords: Applications, Asymmetric synthesis, Catalysis, Chemfiles, Hydrogenations, Ligands, Reductions, transformation

Peer-Reviewed Papers
15

References

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