939544

(S)-tBuPHOX-Pd-MAH

• Synonym(e): (S)-tert-Butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydrooxazole-palldium-maleicanhydride, (S)-tBuPHOX-Pd-maleic-anhydride
• Empirische Formel (Hill-System): C₂₉H₂₈NO₄PPd
• CAS-Nummer: 2966887-28-3
• Molekulargewicht: 591.93
• UNSPSC-Code: 12352100

Eigenschaften

• Form: powder
• Qualitätsniveau: 100
• Eignung der Reaktion: core: palladium; reaction type: Trost Asymmetric Allylic Alkylation; reaction type: Tsuji-Trost Reaction; reagent type: catalyst
• Grünere Alternativprodukt-Eigenschaften: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• Farbe: faint beige to dark beige-brown
• Grünere Alternativprodukt-Kategorie: Aligned
• SMILES String: CC(C)(C)[C@@H]1[N]([Pd]23C4([H])=C3([H])C(OC4=O)=O)=C(C5=CC=CC=C5[P]2(C6=CC=CC=C6)C7=CC=CC=C7)OC1
• InChI: InChI=1S/C25H26NOP.C4H2O3.Pd/c1-25(2,3)23-18-27-24(26-23)21-16-10-11-17-22(21)28(19-12-6-4-7-13-19)20-14-8-5-9-15-20;5-3-1-2-4(6)7-3;/h4-17,23H,18H2,1-3H3;1-2H;/q;;-1/p+1/t23-;;/m1../s1
• InChIKey: FGSJOEKZZULTLF-MQWQBNKOSA-O

Beschreibung

Allgemeine Beschreibung

(S)-tBuPHOX-Pd-MAH is a chiral Pd(0) precatalyst first produced in the group of David C. Leitch for asymmetric allylic alkylation reactions. The complex bears a chiral Pfaltz-Helmchen-Williams (PHOX) ligand as well as an easily diplaced maleic anhydride (MAH) ligand.

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.

Anwendung

Suitable for use in asymmetric allylic alkylation reactions such as the Tsuji–Trost reaction/Trost asymmetric allylic alkylation reaction. https://www.sigmaaldrich.com/US/en/technical-documents/technical-article/chemistry-and-synthesis/cross-coupling/trost-ligands https://www.sigmaaldrich.com/US/en/technical-documents/technical-article/chemistry-and-synthesis/cross-coupling/phox

Leistungsmerkmale und Vorteile

(S)-tBuPHOX-Pd-MAH is a rare example of a chiral, isolable Pd(0) precatalyst for allylic alkylation reactions. Using a chiral single-component precatalyst instead of forming the chiral catalytic speices in-situ avoids activity, reproducibility, and/or selectivity problems arising from incomplete formation of the desired chiral catalyst.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable