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299685

Sigma-Aldrich

Palladium(II) trifluoroacetate

97%

Sinônimo(s):

Pd(TFA)2, Trifluoroacetic acid palladium(II) salt

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About This Item

Fórmula linear:
(CF3COO)2Pd
Número CAS:
42196-31-6
Peso molecular:
332.45
Número MDL:
MFCD00013204
Código UNSPSC:
12161600
ID de substância PubChem:
24858054
NACRES:
NA.22

Nível de qualidade

200

Ensaio

97%

forma

solid

adequação da reação

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

pf

~220 °C

cadeia de caracteres SMILES

FC(F)(F)C(=O)O[Pd]OC(=O)C(F)(F)F

InChI

1S/2C2HF3O2.Pd/c2*3-2(4,5)1(6)7;/h2*(H,6,7);/q;;+2/p-2

chave InChI

PBDBXAQKXCXZCJ-UHFFFAOYSA-L

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Descrição geral

Palladium(II) trifluoroacetate is a catalyst used in Suzuki-Miyaura, Heck, and Stille cross-coupling reactions.

Aplicação

Application Guide for Palladium Catalyzed Cross-Coupling Reactions
Catalyst used for the mild decarboxylation of electron-rich aromatic acids and the direct cross-coupling of unactivated arenes.
Catalyzes the selective allylic oxidation of geranylacetone and other olefins to their allyl acetates, which can then be converted to keto alcohols.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

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John E Bercaw et al.
The Journal of organic chemistry, 73(21), 8654-8657 (2008-09-30)
Molecular oxygen can replace sacrificial olefins as the hydrogen acceptor in the palladium trifluoroacetate catalyzed dehydrogenation of cyclohexene and related cyclic olefins into aromatics. One of the major drawbacks of the homogeneous system is the tendency of the palladium trifluoroacetate
Joshua S Dickstein et al.
Organic letters, 9(13), 2441-2444 (2007-06-05)
A palladium-catalyzed aromatic decarboxylation reaction has been developed. With electron-rich aromatic acids, the reaction proceeds efficiently under fairly mild conditions in good yields. The method was useful with complex functionalized substrates containing hindered carboxylic acids.
Tetrahedron Letters, 25, 4187-4187 (1984)
Keisuke Kato et al.
Angewandte Chemie (International ed. in English), 48(18), 3326-3328 (2009-02-05)
Boxing clever: Direct conversion of a terminal alkyne group into a beta-methoxyacrylate is realized with the aid of the bis(oxazoline) ligand (box). Acetyl and ketal protecting groups, free hydroxy groups, and acid-sensitive glycosidic bonds are not affected under the reaction
Mu-Wang Chen et al.
Organic letters, 12(21), 5075-5077 (2010-10-06)
An enantioselective hydrogenation of simple fluorinated imines has been developed using Pd(OCOCF(3))(2)/(R)-Cl-MeO-BIPHEP as a catalyst, and up to 94% ee was achieved. This method provides an efficient route to enantioenriched fluorinated amines.
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