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924377

Sigma-Aldrich

Palladium(II) Acetate ChemBeads

Synonyme(s) :

Acetic acid palladium salt, Bis(acetato)palladium, Diacetatopalladium, Diacetoxypalladium

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About This Item

Formule linéaire :
Pd(OCOCH3)2
Numéro CAS:
3375-31-3
Numéro MDL:
MFCD00012453
Code UNSPSC :
12352302
Nomenclature NACRES :
NA.82

Forme

solid

Niveau de qualité

100

Composition

~ 4 wt.% loading of catalyst

Pertinence de la réaction

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
core: palladium
reaction type: Heck Reaction
core: palladium
reaction type: Hiyama Coupling
core: palladium
reaction type: Negishi Coupling
core: palladium
reaction type: Sonogashira Coupling
core: palladium
reaction type: Stille Coupling
core: palladium
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst

Capacité de réaction

reaction type: Cross Couplings

InChI

1S/2C2H4O2.Pd/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2

Clé InChI

YJVFFLUZDVXJQI-UHFFFAOYSA-L

Catégories apparentées

Description générale

Palladium(II) acetate is a homogenous oxidation catalyst. It participates in the activation of alkenic and aromatic compounds towards oxidative inter- and intramolecular nucleophilic reactions. Crystals of palladium(II) acetate have a trimeric structure, having symmetry D3h. Each of the palladium atoms in the crystals are joined to the other two by double acetate bridges. Microencapsulation of palladium(II) acetate in polyurea affords polyurea-encapsulated palladium(II) acetate. It is a versatile heterogeneous catalyst for various phosphine-free cross-coupling reactions. It participates as catalyst in the Heck coupling reaction of pthalides with different alkenes.

Application

Catalyst for an intramolecular coupling of aryl bromides with alcohols giving 1,3-oxazepines. Preparation of cyclic ureas via palladium-catalyzed intramolecular cyclization.

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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For larger scale uses, product also available in powdered form (205869) & (520764)

Autres remarques

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

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Pictogrammes

CorrosionExclamation markEnvironment
GHS05,GHS07,GHS09

Mention d'avertissement

Danger

Mentions de danger

H317,H318,H410

Classification des risques

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Sens. 1A

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number

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Palladium-catalyzed β-arylation of modified vinyl ethers with aryl triflates..
Badone D, et al.
Tetrahedron Letters, 34, 3603-3606 (1993)
The First Stereoselective Palladium-Catalyzed Cyclocarbonylation of β,γ-Substituted Allylic Alcohols.
Brunner M, et al.
The Journal of Organic Chemistry, 62, 7565-7568 (1997)
Novel formation of 1,3-oxazepine heterocycles via palladium-catalyzed intramolecular coupling reaction.
Ma Chen, et al.
Tetrahedron, 62, 9002-9009 (2006)
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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