932191

SPhos ChemBeads

solid

• Synonym(e): 2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl, S Phos, SPhos
• Empirische Formel (Hill-System): C₂₆H₃₅O₂P
• CAS-Nummer: 657408-07-6
• Molekulargewicht: 410.53
• MDL number: MFCD05861611
• UNSPSC Code: 12352128
• NACRES: NA.22

Eigenschaften

• Produktname: SPhos ChemBeads,
• Quality Segment: 100
• product line: ChemBeads
• form: solid
• reaction suitability: reagent type: catalyst; reaction type: Cross Couplings
• greener alternative product characteristics: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• greener alternative category: Aligned
• SMILES string: P(C4CCCCC4)(C3CCCCC3)c1c(cccc1)c2c(cccc2OC)OC
• InChI: 1S/C26H35O2P/c1-27-23-17-11-18-24(28-2)26(23)22-16-9-10-19-25(22)29(20-12-5-3-6-13-20)21-14-7-4-8-15-21/h9-11,16-21H,3-8,12-15H2,1-2H3
• InChI key: VNFWTIYUKDMAOP-UHFFFAOYSA-N

Beschreibung

General description

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.

We are committed to bringing you Greener Alternative Products, which adhere to one or more of the 12 Principles of Green Chemistry. This product has been enhanced for catalysis. Click here for more information.

Application

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.

ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.

Learn more about ChemBeads products

Product is also available as neat ligand (638072)

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable