638080

2-Di-tert-butylphosphin-2′,4′,6′-triisopropylbiphenyl

98%

• Synonym(e): tert.-Butyl-XPhos
• Empirische Formel (Hill-System): C₂₉H₄₅P
• CAS-Nummer: 564483-19-8
• Molekulargewicht: 424.64
• MDL-Nummer: MFCD06411306
• UNSPSC-Code: 12352002
• PubChem Substanz-ID: 24882908
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 300
• Assay: 98%
• Form: solid
• Eignung der Reaktion: reaction type: Cross Couplings; reagent type: ligand; reaction type: Arylations; reagent type: ligand; reaction type: Buchwald-Hartwig Cross Coupling Reaction; reagent type: ligand; reaction type: Carboxylations; reagent type: ligand; reaction type: Decarboxylations
• Grünere Alternativprodukt-Bewertung: old score: 12; new score: 1; Find out more about DOZN™ Scoring
• Grünere Alternativprodukt-Eigenschaften: Atom Economy; Design for Energy Efficiency; Use of Renewable Feedstocks; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• mp (Schmelzpunkt): 148-151 °C (lit.)
• Funktionelle Gruppe: phosphine
• Grünere Alternativprodukt-Kategorie: Re-engineered,
• SMILES String: CC(P(C(C=CC=C1)=C1C(C(C(C)C)=CC(C(C)C)=C2)=C2C(C)C)C(C)(C)C)(C)C
• InChI: 1S/C29H45P/c1-19(2)22-17-24(20(3)4)27(25(18-22)21(5)6)23-15-13-14-16-26(23)30(28(7,8)9)29(10,11)12/h13-21H,1-12H3
• InChIKey: SACNIGZYDTUHKB-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

tBuXPhos [2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl] 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 of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Atom Economy”, “Use of Renewable Feedstock” and “Design for Energy Efficiency”. Click here to view its DOZN scorecard.

Learn more about Buchwald Phosphine Ligands

Anwendung

tBuXPhos has been used in the preparation of [tBuXPhosAu(MeCN)]BAr₄F, a gold catalyst for the intermolecular [2+2] cycloaddition of terminal arylalkynes with substituted alkenes to form functionalized cyclobutenes with high regioselectivity.

tBuXPhos is a ligand for Pd-catalyzed C-O and C-N bond formation.
It can be used in the following reactions:

• Palladium-catalyzed Tsuji-Trost substitution and cross-coupling of benzylic fluorides.
• Palladium-catalyzed C-N cross-coupling of sulfinamides and aryl halides.
• Palladium-catalyzed rapid methoxylation and deuteriomethoxylation of bromo-chalcones.

Rechtliche Hinweise

Usage subject to US Patents 6307087 and 6395916.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)