763381

XPhos Pd G3

98%, 1:1 MTBE adduct

• Synonym(s): (2-Dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate, XPhos-G3-Palladacycle, XPhos-Pd-G3
• Empirical Formula (Hill Notation): C₄₆H₆₂NO₃PPdS
• CAS Number: 1445085-55-1
• Molecular Weight: 846.45
• MDL number: MFCD22666043
• UNSPSC Code: 12161600
• PubChem Substance ID: 329767048
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 98%
• form: solid
• feature: generation 3
• reaction suitability: core: palladium; reaction type: Buchwald-Hartwig Cross Coupling Reaction; reaction type: Heck Reaction; reaction type: Hiyama Coupling; reaction type: Negishi Coupling; reaction type: Sonogashira Coupling; reaction type: Stille Coupling; reaction type: Suzuki-Miyaura Coupling; reagent type: catalyst; reaction type: Cross Couplings
• mp: 146-151 °C (decomposition)
• functional group: phosphine
• SMILES string: CC(C1=CC(C(C)C)=C(C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4)C(C(C)C)=C1)C.NC5=C(C=CC=C5)C6=C(C=CC=C6)[Pd]OS(C)(=O)=O
• InChI: 1S/C33H49P.C12H10N.CH4O3S.Pd/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1
• InChI key: NKKHABPORDUWIG-UHFFFAOYSA-M

Description

General description

XPhos Pd G3 is a third generation (G3) Buchwald precatalyst. It is air, moisture and thermally-stable and is highly soluble in a wide range of common organic solvents. It has long life in solutions. XPhos Pd G3 is an excellent reagent for Suzuki cross-coupling reactions. Some of its unique features include lower catalyst loadings, shorter reaction time, efficient formation of the active catalytic species and accurate control of ligand: palladium ratio.

Application

XPhos Pd G3 may be used in the following reactions:

• Cyanation reaction of heterocyclic halides.
• Coupling of heteroaryl chlorides with polyfluoroaryl zinc reagents.
• Coupling of 2,6-difluorophenylboronic acid with (hetero)aryl chlorides.

For small scale and high throughput uses, product is also available as ChemBeads (927783)

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable