Pular para o conteúdo
Merck
Todas as fotos(6)

Documentos

227994

Sigma-Aldrich

Bis(dibenzylideneacetone)palladium(0)

Sinônimo(s):

Palladium(0) bis(dibenzylideneacetone), Pd(dba)2

Faça loginpara ver os preços organizacionais e de contrato
Todas as fotos(6)

About This Item

Fórmula linear:
(C6H5CH=CHCOCH=CHC6H5)2Pd
Número CAS:
32005-36-0
Peso molecular:
575.00
Número MDL:
MFCD00051942
Código UNSPSC:
12161600
ID de substância PubChem:
24853668
NACRES:
NA.22

forma

powder

Nível de qualidade

100

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

cadeia de caracteres SMILES

[Pd].O=C(/C=C/c1ccccc1)\C=C\c2ccccc2.O=C(/C=C/c3ccccc3)\C=C\c4ccccc4

InChI

1S/2C17H14O.Pd/c2*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;/h2*1-14H;/b2*13-11+,14-12+;

chave InChI

UKSZBOKPHAQOMP-SVLSSHOZSA-N

Descrição geral

Bis(dibenzylideneacetone)palladium(0) (Pd(dba)2) is an air stable Pd0 complex. It is a reagent for the synthesis of allylic substituted cyclopentadienes. It is a homogeneous catalyst. It catalyzes the alkylation of allyl acetates by various nucleophiles under mild conditions.

Aplicação

Application Guide for Palladium Catalyzed Cross-Coupling Reactions
Bis(dibenzylideneacetone)palladium(0) (Pd(dba)2) was employed as catalyst in the following studies:
  • Synthesis of isomeric 2-aryl-2,5-dihydrofurans, via Heck coupling of aryl bromides with alkenes using neopentyl phosphine ligands.
  • Heck reaction of benzyl trifluoroacetate and 2,3-dihydrofuran phosphoramidite ligand.
  • Allylation of stabilized anions.
  • Cross coupling of allyl, alkenyl and aryl halides with organostannanes.
  • Cross coupling of vinyl halides with alkenyl zinc species.
  • Carbonylation of alkenyl and aryl halides.
  • Employed with cyclic thiourea ligands in an efficient aerobic oxidation of alcohols to aldehydes and ketones.

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

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

Já possui este produto?

Encontre a documentação dos produtos que você adquiriu recentemente na biblioteca de documentos.

Visite a Biblioteca de Documentos

Cuerva, J. M.; Gomez-Bengoa, E.; et al
The Journal of Organic Chemistry, 62, 7540-7540 (1997)
Tetrahedron Letters, 22, 1399-1399 (1981)
Xiaoxiang Liu et al.
Journal of the American Chemical Society, 126(16), 5182-5191 (2004-04-22)
A general procedure for the palladium-catalyzed arylation of trimethylsilyl enolates of esters and imides is reported. In the presence of ZnF2 or Zn(O-t-Bu)2 as an additive, the trimethylsilyl enolates of esters, including those bearing alpha-alkoxy derivatives, underwent arylation in high
Macsari, I.; Hupe, E.; Szabo, K. J.
The Journal of Organic Chemistry, 64, 9547-9547 (1999)
T Vats et al.
Scientific reports, 6, 33053-33053 (2016-09-14)
Amazing conductivity, perfect honeycomb sp(2) arrangement and the high theoretical surface area make pristine graphene as one of the best materials suited for application as catalyst supports. Unfortunately, the low reactivity of the material makes the formation of nanocomposite with
Exibir todos os documentos relacionados

Nossa equipe de cientistas tem experiência em todas as áreas de pesquisa, incluindo Life Sciences, ciência de materiais, síntese química, cromatografia, química analítica e muitas outras.

Entre em contato com a assistência técnica