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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

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About This Item

Empirical Formula (Hill Notation):
C45H59ClNPPd
CAS Number:
1310584-14-5
Molecular Weight:
786.80
UNSPSC Code:
12352101
NACRES:
NA.82
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Product Name

XPHOS PD G2 ChemBeads,

Quality Segment

100

product line

ChemBeads

form

solid

composition

~ 5 wt.% loading of catalyst

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

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

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

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