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676403 Aldrich

(R,R)-(–)-2,3-Bis(tert-butylmethylphosphino)quinoxaline

97%

Synonym: (R) QuinoxP®

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Other Chiral Ligands, Privileged Ligands and Complexes,
InChI Key   DRZBLHZZDMCPGX-VXKWHMMOSA-N
assay   97%
mp   100-104 °C

Description

Application

Efficient ligand exhibiting high levels of enantiocontrol in synthetic transformations ranging from metal-catalyzed 1,4-addition of arylboronic acids to alkylative ring opening to asymmetric hydrogenation.

Air-Stable and Highly Efficient Chiral Ligands

Packaging

100, 500 mg in glass insert

Features and Benefits

Advantages of the QuinoxP* Ligands:
• It is not oxidized nor epimerized at ambient conditions in air
• Enantioselectivities are outstanding for various reaction paradigms
• Hydrogenations proceed under mild reaction conditions
• Low catalyst loadings yield high TONs

General description

(R,R)-(-)-2,3-Bis(tert-butylmethylphosphino)quinoxaline is an air-stable C2-symmetric P-stereogenic phosphine ligand.

Citation

Fang P and Hou XL. "Asymmetric Copper-Catalyzed Propargylic Substitution Reaction of Propargylic Acetates with Enamines." Organic letters 11.20 (2009): 4612-4615.

Imamoto T, et al. "Highly enantioselective hydrosilylation of simple ketones catalyzed by rhodium complexes of P-chiral diphosphine ligands bearing tert-butylmethylphosphino groups." Tetrahedron: Asymmetry 17(4) (2006): 560-565.

Yahav-Levi A, et al. "Aryl-bromide reductive elimination from an isolated Pt (IV) complex." Chemical Communications 46(19) (2010): 3324-3326.

Legal Information

QuinoxP is a registered trademark of Nippon Chemical Industry Co., Ltd.

Price and Availability

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
Protocols & Articles

Articles

QuinoxP* Ligands for Research Market

Various optically active phosphine ligands incorporating a chiral center at phosphorus display exceptional enantiosectivities in metal-catalyzed asymmetric synthesis.1 For instance, known classes of ...
Aldrich ChemFiles 2006, 6.10, 3.
Keywords: Addition reactions, Asymmetric synthesis, Catalysis, Hydrogenations, Ligands, transformation

QuinoxP* Ligands

Various optically active phosphine ligands incorporating a chiral center at the phosphorus display exceptional enantiosectivities in metal-catalyzed asymmetric synthesis.1 For instance, known classes...
Aldrich ChemFiles 2006, 6.10, 3 and Volume 8 Article 2
Keywords: Addition reactions, Asymmetric synthesis, Catalysis, Hydrogenations, Ligands, transformation

Related Content

QuinoxP*

Various optically active phosphine ligands incorporating a chiral center at phosphorus display exceptional enantiosectivities in metal-catalyzed asymmetric synthesis.1 For instance, known classes P-c...
Keywords: Addition reactions, Applications, Asymmetric synthesis, Catalysis, Hydrogenations, Ligands, transformation

Peer-Reviewed Papers
15

References

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