366315

Tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct

• Synonim(y): Dipalladium-tris(dibenzylideneacetone)chloroform complex, Pd₂(dba)₃ · CHCl₃
• Wzór liniowy: (C₆H₅CH=CHCOCH=CHC₆H₅)₃Pd₂ · CHCl₃
• Numer CAS: 52522-40-4
• Masa cząsteczkowa: 1035.10
• Numer MDL: MFCD00075479
• Kod UNSPSC: 12161600
• Identyfikator substancji w PubChem: 24862642
• NACRES: NA.22

Właściwości

• Postać: solid
• 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: 131-135 °C (lit.)
• ciąg SMILES: [Pd].[Pd].ClC(Cl)Cl.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.CHCl3.2Pd/c3*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;2-1(3)4;;/h3*1-14H;1H;;/b3*13-11+,14-12+;;;
• Klucz InChI: LNAMMBFJMYMQTO-FNEBRGMMSA-N

Opis

Opis ogólny

Tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct (Pd₂dba₃·CHCl₃) is reported to serve as effective precatalysts, or precursors to the active Pd(0) catalyst.

Zastosowanie

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct (Pd₂dba₃·CHCl₃) was used in the following studies:

• To compose the catalytic system for the preparation of homoallylpalladium complexes.These complexes underwent in situ Stille type cross coupling with various vinyltin reagents to afford the cyclized products bearing allyl appendages.
• As palladium source in the asymmetric transformations of 3,4-epoxy-1-butene.
• As catalyst for the Heck cross-coupling reaction of iodobenzene with styrene.
• As cyclization catalyst.
• As catalyst for [2+2+2] cycloaddtion of didehydrotriphenylenes to the corresponding extended triphenylenes.
• As catalyst for the carbonylation of b,b-imidoyl iodides to the corresponding imidate esters used, in turn, to prepare cyclic, quaternary amino acids.

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS08,GHS07
• Hasło ostrzegawcze: Warning
• Zwroty wskazujące rodzaj zagrożenia: H302,H315,H351
• Zwroty wskazujące środki ostrożności: P201 - P202 - P264 - P301 + P312 - P302 + P352 - P308 + P313
• Klasyfikacja zagrożeń: Acute Tox. 4 Oral - Carc. 2 - Skin Irrit. 2
• Kod klasy składowania: 11 - Combustible Solids
• Klasa zagrożenia wodnego (WGK): WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable
• Środki ochrony indywidualnej: dust mask type N95 (US), Eyeshields, Gloves