328774

Tris(dibenzylideneacetone)dipalladium(0)

97%

• Synonim(y): Pd2dba3, Pd₂(dba)₃
• Wzór liniowy: (C₆H₅CH=CHCOCH=CHC₆H₅)₃Pd₂
• Numer CAS: 51364-51-3
• Masa cząsteczkowa: 915.72
• Numer MDL: MFCD00013310
• Kod UNSPSC: 12161600
• Identyfikator substancji w PubChem: 24859746
• NACRES: NA.22

Właściwości

• Poziom jakości: 200
• Próba: 97%
• Formularz: powder
• przydatność reakcji: 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
• mp: 152-155 °C (lit.)
• ciąg SMILES: [Pd].[Pd].O=C(\C=C\c1ccccc1)/C=C/c2ccccc2.O=C(\C=C\c3ccccc3)/C=C/c4ccccc4.O=C(\C=C\c5ccccc5)/C=C/c6ccccc6
• InChI: 1S/3C17H14O.2Pd/c3*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;;/h3*1-14H;;/b3*13-11+,14-12+;;
• Klucz InChI: CYPYTURSJDMMMP-WVCUSYJESA-N

Opis

Opis ogólny

Tris(dibenzylideneacetone)dipalladium(0) (Pd₂(dba)₃) is a versatile compound widely used as a Pd(0) source in various Pd-mediated transformations. Pd₂(dba)₃ is known for its high reactivity and ability to facilitate oxidative addition reactions. It is prepared by reacting palladium salts with dibenzylideneacetone ligands. It acts as a catalyst for several reactions including Suzuki cross-coupling, Heck coupling, arylation, Buchwald-Hartwig amination, and fluorination. It is often used in catalytic amounts and has been shown to be effective in promoting coupling reactions between aryl halides and boronic acids.

For small scale and high throughput uses, product is also available as ChemBeads (919772)

Zastosowanie

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Reactant involved in:


• Synthesis of azepanes
• Synthesis of nanosized palladium phosphides upon interaction with white phosphorous
• Preparation of palladium triphenylphosphine carbonyl cluster complexes
• Precursor for synthesis of functionalized multiwalled carbon nanotube-palladium complexes used as catalysts for Heck coupling reactions
• Selective carbon-sulfur bond formation via addition of S-S and S-H bonds to alkynes

Catalyst for:


• Suzuki cross-coupling reactions
• PCN- and PCS-pincer palladium complex catalyzed tandem allylation
• Catalyst for Suzuki coupling of aryl chlorides (eq. 1)
• Catalyst for Heck coupling of aryl chlorides (eq. 2)
• Catalyst for arylation of ketones (eq. 3)
• Catalyst for Buchwald-Hartwig amination of aryl halides (eq. 4)
• Catalyst for fluorination of allylic chlorides (eq. 5)
• Catalyst for β-arylation of carboxylic esters (eq. 6)
• Catalyst for carbonylation of 1,1-dichloro-1-alkenes (eq. 7)
• Catalyst for conversion of aryl and vinyl triflates to aryl and vinyl halides (eq. 8)
• Pd source for enantioselective Tsuji Allylations

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS07,GHS09
• Hasło ostrzegawcze: Warning
• Zwroty wskazujące rodzaj zagrożenia: H317,H411
• Zwroty wskazujące środki ostrożności: P261 - P272 - P273 - P280 - P302 + P352 - P333 + P313
• Klasyfikacja zagrożeń: Aquatic Chronic 2 - Skin Sens. 1
• Kod klasy składowania: 11 - Combustible Solids
• Klasa zagrożenia wodnego (WGK): WGK 2
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable
• Środki ochrony indywidualnej: Eyeshields, Gloves, type N95 (US)