936189

AdQPhos

• Sinónimos: 1,2,3,4,5-Pentaphenyl-1′-(di-adamantylphosphino)ferrocene
• Fórmula empírica (notación de Hill): C₆₀H₅₉FeP
• Peso molecular: 866.93
• Código UNSPSC: 12352142
• NACRES: NA.22

Propiedades

• Ensayo: ≥90%
• Nivel de calidad: 100
• idoneidad de la reacción: reaction type: Cross Couplings
• características de los productos alternativos más sostenibles: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• grupo funcional: phosphine
• categoría alternativa más sostenible: Aligned
• cadena SMILES: C=1C=CC(=CC1)C=23C4(C=5C=CC=CC5)=C6(C=7C=CC=CC7)[C-]8(C=9C=CC=CC9)C2(C=%10C=CC=CC%10)[Fe+2]%11%12%13%143468[CH]=%15[CH]%14=[CH]%13[C-]%12(P(C%16%17CC%18CC(CC(C%18)C%16)C%17)C%19%20CC%21CC(CC(C%21)C%19)C%20)[CH]%15%11
• InChI: InChI=1S/C35H25.C25H34P.Fe/c1-6-16-26(17-7-1)31-32(27-18-8-2-9-19-27)34(29-22-12-4-13-23-29)35(30-24-14-5-15-25-30)33(31)28-20-10-3-11-21-28;1-2-4-23(3-1)26(24-11-17-5-18(12-24)7-19(6-17)13-24)25-14-20-8-21(15-25)10-22(9-20)16-25;/h1-25H;1-4,17-22H,5-16H2;/q2*-1;+2
• Clave InChI: IQEGBICLOWIZDH-UHFFFAOYSA-N

Descripción

Descripción general

The precatalysts derived from AdQPhos exhibit excellent activity towards palladium-catalyzed α-arylation reactions under milder conditions. The strength of these catalytic systems in enabling such reactions were demonstrated with the broad scope of nucleophiles, including nitroalkanes, nitriles, amides, esters, and ketones. Compared to other state-of-the-art catalysts, this system was far superior and served as the first versatile catalytic system to accommodate all these nucleophiles in this context.

Further, by merging with micellar catalysis, this catalytic system demonstrated the feasibility of enabling α-arylation reactions under mild aqueous conditions. This approach provides an environmentally benign alternative to toxic/hazardous solvents like 1,4-dioxane or NMP, bringing modern organic synthesis closer to being ideally sustainable.

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 catalytic efficiency. Click here for more information.

Aplicación

In addition to facilitating α-arylations, these catalysts demonstrate compatibility with various challenging cross-coupling reactions, such as Suzuki-Miyaura, Buchwald-Hartwig aminations, and C-O and C-S cross-couplings.

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable