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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:
Numéro MDL:
Code UNSPSC :
12352302
Nomenclature NACRES :
NA.82

Forme

solid

Niveau de qualité

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

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)

Produit(s) apparenté(s)

Pictogrammes

CorrosionExclamation markEnvironment

Mention d'avertissement

Danger

Mentions de danger

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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Consulter la Bibliothèque de documents

Novel formation of 1,3-oxazepine heterocycles via palladium-catalyzed intramolecular coupling reaction.
Ma Chen, et al.
Tetrahedron, 62, 9002-9009 (2006)
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)
Palladium-Catalyzed Amination of Aryl Triflates.
Wolfe J P, et al.
The Journal of Organic Chemistry, 62, 1264-1267 (1997)
Palladium-catalyzed β-arylation of modified vinyl ethers with aryl triflates..
Badone D, et al.
Tetrahedron Letters, 34, 3603-3606 (1993)
Versatile Methods to Dispense Sub-Milligram Quantities of Solids using Chemical Coated Beads for High-Throughput Experimentation.
Martin C M, et al.
Organic Process Research & Development, 23(9), 1900-1907 (2019)

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