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Merck
CN

931055

tBuXPhos Pd G3 ChemBeads

~6 wt.% loading of catalyst, solid

Synonym(s):

[(2-Di-tert-butylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)-2-(2′-amino-1,1′-biphenyl)] palladium(II) methanesulfonate, tBuXPhos-Pd-G3

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About This Item

Empirical Formula (Hill Notation):
C42H58NO3PPdS
CAS Number:
1447963-75-8
Molecular Weight:
794.37
MDL number:
MFCD22666411
UNSPSC Code:
41116105
NACRES:
NA.82
Assay:
~6 wt.% loading of catalyst
Form:
solid

Key Documents

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Product Name

tBuXPhos Pd G3 ChemBeads,

SMILES string

O=S([O-][Pd+2]1(P(C(C)(C)C)(C(C)(C)C)C2=CC=CC=C2C3=C(C(C)C)C=C(C(C)C)C=C3C(C)C)[C-]4=C(C5=C(N1)C=CC=C5)C=CC=C4)(C)=O

InChI

1S/C29H45P.C12H10N.CH4O3S.Pd/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;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h13-21H,1-12H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1

InChI key

SQQOHCLJPLSJGX-UHFFFAOYSA-M

Quality Level

100

product line

ChemBeads

assay

~6 wt.% loading of catalyst

form

solid

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

extent of labeling

~6 wt. % loading of catalyst

Related Categories

General description

tBuXPhos 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. tBuXPhos Pd G3 is an excellent reagent for Buchwald-Hartwig cross-coupling reaction. 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.

For larger scale uses, product also available in powdered form (762229)

Application

tBuXPhos Pd G3 may be used to synthesize 4-cyano-7-azaindole from 4-chloro-7-azaindole by cyanation reaction. It may also be used for the α-arylation reaction of acetate esters at room temperature.

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.

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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

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS2599

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Articles

ChemBeads: Solid Catalyst Coating on Glass Beads

ChemBeads, catalyst-coated glass beads, dispense solid chemical reagents for nanomole-scale high-throughput reaction screening.

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