638080

tBuXPhos

98%

• Synonyme(s) : tBuXPhos, 2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl, t-Bu XPhos, tert-Butyl XPhos
• Formule empirique (notation de Hill): C₂₉H₄₅P
• Numéro CAS: 564483-19-8
• Poids moléculaire : 424.64
• Numéro MDL: MFCD06411306
• Code UNSPSC : 12352002
• ID de substance PubChem : 24882908
• Nomenclature NACRES : NA.22

Propriétés

• Pureté: 98%
• Forme: solid
• Capacité de réaction: reaction type: Cross Couplings
• Pertinence de la réaction: 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
• Score du produit alternatif plus écologique: old score: 12; new score: 1; Find out more about DOZN™ Scoring
• Caractéristiques du produit alternatif plus écologique: Atom Economy; Design for Energy Efficiency; Use of Renewable Feedstocks; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• Pf: 148-151 °C (lit.)
• Groupe fonctionnel: phosphine
• Autre catégorie plus écologique: Re-engineered,
• Chaîne SMILES: 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
• Clé InChI: SACNIGZYDTUHKB-UHFFFAOYSA-N

Description

Description générale

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

Application

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.

Informations légales

Usage subject to Patents: EP 1097158; JP 5758844; CA 2336691

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)