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937045

Sigma-Aldrich

DPPF Pd G4 ChemBeads

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Synonym(s):

Methanesulfonato(1,1-Bis(diphenylphosphino)ferrocene)(2′-methylamino-1,1′-biphenyl-2-yl)palladium ChemBeads

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About This Item

Empirical Formula (Hill Notation):
C48H43FeNO3P2PdS
Molecular Weight:
938.14
UNSPSC Code:
12352100

form

solid

Quality Level

100

composition

, 4-6 wt. % (loading)

reaction suitability

reagent type: catalyst

SMILES string

CNC1=C(C2=C([Pd]OS(=O)(C)=O)C=CC=C2)C=CC=C1.[C]3(P(C4=CC=CC=C4)C5=CC=CC=C5)[C][C][C][C]3.[C]6(P(C7=CC=CC=C7)C8=CC=CC=C8)[C][C][C][C]6.[Fe]

InChI

InChI=1S/2C17H10P.C13H12N.CH4O3S.Fe.Pd/c2*1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;1-14-13-10-6-5-9-12(13)11-7-3-2-4-8-11;1-5(2,3)4;;/h2*1-6,9-12H;2-7,9-10,14H,1H3;1H3,(H,2,3,4);;/q;;;;;+1/p-1

InChI key

IPMUYIXYEFLIJI-UHFFFAOYSA-M

General description

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.

For general uses, product is also available in powdered form 900454
The ChemBeads product of the DPPF ligand combined with the Buchwald Fourth Generation Palladacycle. It is air, moisture, and thermally-stable and shows good solubility in common organic solvents. Loaded at 5% wt. on glass beads for use in high-throughput expermentation (HTE).

Features and Benefits

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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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Regulatory Information

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Stig D Friis et al.
Organic letters, 16(16), 4296-4299 (2014-08-05)
A palladacyclic precatalyst is employed to cleanly generate a highly active XantPhos-ligated Pd-catalyst. Its use in low temperature aminocarbonylations of (hetero)aryl bromides provides access to a range of challenging products in good to excellent yields with low catalyst loading and
Bryan T Ingoglia et al.
Tetrahedron, 75(32), 4199-4211 (2020-01-04)
Over the past three decades, Pd-catalyzed cross-coupling reactions have become a mainstay of organic synthesis. In particular, catalysts derived from biaryl monophosphines have shown wide utility in forming C-N bonds under mild reaction conditions. This work summarizes a variety of
Noah P Tu et al.
Angewandte Chemie (International ed. in English), 58(24), 7987-7991 (2019-03-21)
Technologies that enable rapid screening of diverse reaction conditions are of critical importance to methodology development and reaction optimization, especially when molecules of high complexity and scarcity are involved. The lack of a general solid dispensing method for chemical reagents
Ana L Aguirre et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 27(51), 12981-12986 (2021-07-08)
High-throughput experimentation (HTE) methods are central to modern medicinal chemistry. While many HTE approaches to C-N and Csp2 -Csp2 bonds are available, options for Csp2 -Csp3 bonds are limited. We report here how the adaptation of nickel-catalyzed cross-electrophile coupling of

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