927775

XPHOS PD G2 ChemBeads

solid

• Synonym(s): 2nd Generation XPhos Precatalyst, Chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II), X-Phos aminobiphenyl palladium chloride precatalyst, XPhos-Pd-G2
• Empirical Formula (Hill Notation): C₄₅H₅₉ClNPPd
• CAS Number: 1310584-14-5
• Molecular Weight: 786.80
• UNSPSC Code: 12352101
• NACRES: NA.82

Properties

• Product Name: XPHOS PD G2 ChemBeads,
• SMILES string: Cl[Pd@@]1(C2=C(C3=C(N1)C=CC=C3)C=CC=C2)P(C4CCCCC4)(C5=CC=CC=C5C6=C(C(C)C)C=C(C(C)C)C=C6C(C)C)C7CCCCC7
• InChI: 1S/C33H49P.C12H10N.ClH.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;;/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3;1-6,8-9H,13H2;1H;/q;-1;;+2/p-1
• InChI key: HLXMDSGYOJBEBA-UHFFFAOYSA-M
• Quality Level: 100
• product line: ChemBeads
• form: solid
• composition: ~ 5 wt.% loading of catalyst
• reaction suitability: reagent type: catalyst; reaction type: Cross Couplings

Description

General description

XPhos Pd G2 is a bulky monodentate biaryl ligand. It is a Buchwald′s 2nd generation preformed catalyst. It undergoes rapid reductive elimination to form a reactive, monoligated Pd(0) species.

For larger scale uses, product also available in powdered form (741825)

Application

XPhos Pd G2 was employed as catalyst in the following reactions:

• Palladium-catalyzed Suzuki-Miyaura coupling reactions of potassium organotrifluoroborates and sulfamates.
• Suzuki-Miyaura cross-coupling reactions of sensitive aryl and heteroarylboronic acids.
• Synthesis of potassium Boc-protected secondary aminomethyltrifluoroborates, via Suzuki-Miyaura cross-coupling reaction.

2nd Generation Buchwald Precatalysts

• Widely used for Suzuki-Miyaura cross-coupling reactions
• ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.
  Learn more about ChemBeads products

Other Notes

High-Throughput Reaction Screening with Nanomoles of Solid Reagents Coated on Glass Beads

Versatile Methods to Dispense Sub-Milligram Quantities of Solids using Chemical Coated Beads for High-Throughput Experimentation

ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3