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
• Farbe: faint beige to dark beige-brown
• 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.

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