730998

tBuBrettPhos

97%

• Synonym(s): t-Bu Brett Phos, t-BuBrett-Phos, tertButylBrettPhos, 2-(Di-tert-butylphosphino)-2′,4′,6′- triisopropyl-3,6-dimethoxy-1,1′-biphenyl, t-BuBrett Phos, t-BuBrettPhos, [3,6-Dimethoxy-2′,4′,6′-tris(1-methylethyl) [1,1′-biphenyl]-2-yl]bis(1,1-dimethylethyl)phosphine, tert-ButylBrettPhos
• Empirical Formula (Hill Notation): C₃₁H₄₉O₂P
• CAS Number: 1160861-53-9
• Molecular Weight: 484.69
• MDL number: MFCD13181930
• UNSPSC Code: 12352112
• PubChem Substance ID: 329764610
• NACRES: NA.22

Properties

• Quality Level: 300
• assay: 97%
• form: solid
• reaction suitability: 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: C-X Bond Formation; reagent type: ligand; reaction type: Fluorinations
• mp: 166-170 °C
• functional group: phosphine
• SMILES string: COc1ccc(OC)c(c1P(C(C)(C)C)C(C)(C)C)-c2c(cc(cc2C(C)C)C(C)C)C(C)C
• InChI: 1S/C31H49O2P/c1-19(2)22-17-23(20(3)4)27(24(18-22)21(5)6)28-25(32-13)15-16-26(33-14)29(28)34(30(7,8)9)31(10,11)12/h15-21H,1-14H3
• InChI key: REWLCYPYZCHYSS-UHFFFAOYSA-N

Description

General description

tBuBrettPhos is a dialkylbiaryl phosphine ligand developed by the Buchwald group. It promotes cross-coupling reactions more efficiently and exhibits improved reactivity compared to other catalytic systems.

tBuBrettPhos is a phosphine ligand widely used in palladium-catalyzed cross-coupling reactions.

Application

Buchwald Phosphine Ligands for chemical Synthesis

Common applications

• Buchwald-Hartwig amination and C-O coupling
• Suzuki, Negishi, Stille, Hiyama, Sonogashira cross-couplings
• α-Arylation reaction

New Applications:

• Conversion of aryl and vinyl triflates to bromides and chlorides
• Conversion of aryl triflates to aryl fluorides
• O-Arylation of ethyl acetohydroximate
• Conversion of aryl chlorides and sulfonates to nitroaromatics

Features and Benefits

• White crystalline solid
• Air- and moisture-stable
• Thermally stable
• Highly efficient
• Wide functional group tolerance
• Excellent selectivity and conversion

Legal Information

Usage subject to US Patent 7,858,784

Safety Information

• Storage Class: 13 - Non Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable