2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl Chemical Properties

Melting point:

164-166°C

Boiling point:

513.3±40.0 °C(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

soluble in Chloroform

form 

crystal

color 

white

Sensitive 

Air Sensitive

InChIKey

VNFWTIYUKDMAOP-UHFFFAOYSA-N

Safety Information

Hazard Codes 

Xn

Risk Statements 

40

Safety Statements 

24/25-36/37

WGK Germany 

3

TSCA 

No

HS Code 

2931499090

2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl Usage And Synthesis

Uses

SPhos [2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions. 
SPhos may be used as a ligand in the following processes:
• Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between Boc-protected aminomethyltrifluoroborate and aryl chlorides or hetaryl chlorides to form the corresponding aminomethylarenes.• Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between 4-methyl-substituted piperidinylzinc reagent and different aryl or heteroaryl iodides to form various substituted piperidines.• Intramolecular Suzuki-Miyaura coupling to form the 18-membered macrocyclic ring during the multi-step synthesis of riccardin C.
Utilized in conjunction with palladium to form a highly active catalyst for C-N bond formation.
Highly universal ligand for Suzuki-Miyaura coupling; aryl chlorides, hindered biaryls, heterobiaryls.

Reactions

1. Ligand/palladium catalyst for general Suzuki-Miyaura cross-coupling reactions.
2. Ligand/palladium catalyst for the Suzuki-Miyaura coupling of aryltrifluoroborates with aryl chlorides.
3. Ligand/palladium catalyst for the Suzuki-Miyaura reaction of heteroaryl halides and heteroaryl boronic acids and esters.
4. Ligand/palladium catalyst for the Kumada-Corriu cross-coupling reaction.
5. Ligand/palladium catalyst for the borylation of aryl halides with pinacol borane.
6. Suzuki couplings involving amino acids. Synthesis of biaryl derivatives of 4-hydroxyphenyl glycine, tyrosine and tryptophan.
7. Synthesis of substituted adamantylzinc reagents using Mg-insertion in the presence of zinc chloride.
8. Highly efficient catalyst for the palladium-catalyzed Suzuki-Miyura reaction of heteroaryl halides and heteroaryl boronic acids
9. and esters.

2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl(657408-07-6)Related Product Information

• X-PHOS
• 2-(Dicyclohexylphosphino)-2'-methylbiphenyl
• 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl
• Diphenyldimethoxysilane
• Dimethyldimethoxysilane
• trans-Bifenthtin
• Bifendate
• 1,1-Dimethoxyethane
• 2-(Dicyclohexylphosphino)biphenyl
• 2-DICYCLOHEXYLPHOSPHINO-2',6'-DIISOPROPOXYBIPHENYL
• DI-N-PENTYLPHENYLPHOSPHINE
• 2-(DICYCLOHEXYLPHOSPHINO)-2'-HYDROXYBIPHENYL
• DICYCLOHEXYLPHOSPHINE
• CYCLOHEXYLPHOSPHINE
• Dicyclohexylphenylphosphine
• 2'-DICYCLOHEXYLPHOSPHINO-2,6-DIMETHOXY-3-SULFONATO-1,1'-BIPHENYL HYDRATE SODIUM SALT
• 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl