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Sigma-Aldrich

Bis(triphenylphosphine)palladium(II) dichloride

Sinonimo/i:

Dichlorobis(triphenylphosphine)palladium(II), Palladium(II)bis(triphenylphosphine) dichloride, PdCl2(PPh3)2

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About This Item

Formula condensata:
[(C6H5)3P]2PdCl2
Numero CAS:
Peso molecolare:
701.90
Beilstein:
4935975
Numero CE:
Numero MDL:
Codice UNSPSC:
12161600
ID PubChem:
NACRES:
NA.22

Stato

solid

Livello qualitativo

Impiego in reazioni chimiche

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
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

Stringa SMILE

Cl[Pd]Cl.c1(P(c2ccccc2)c3ccccc3)ccccc1.c4(P(c5ccccc5)c6ccccc6)ccccc4

InChI

1S/2C18H15P.2ClH.Pd/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;;/h2*1-15H;2*1H;/q;;;;+2/p-2
YNHIGQDRGKUECZ-UHFFFAOYSA-L

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Descrizione generale

Bis(triphenylphosphine)palladium(II) dichloride is an organometallic complex. It is an efficient cross-coupling catalyst for C-C coupling reaction, such as Negishi coupling, Suzuki coupling, Sonogashira coupling and Heck coupling reaction. Detection of bis(triphenylphosphine)palladium(II) dichloride by electrospray ionization quadrupole ion trap mass spectrometry using different imidazolium salts as the charge carrier has been reported. It is employed as catalyst for the Heck reaction medium.

Applicazioni

Bis(triphenylphosphine)palladium(II) dichloride was employed in the following studies:
  • As model catalyst for the evaluation of functionalized silica′s for the adsorptive recovery of homogeneous catalysts, via its interaction with metal centre.
  • As catalyst in the synthesis of diphenylacetylene.
  • One-pot synthesis of furoquinolines, via Pd-catalyzed Sonogashira coupling followed by Cu(I) catalyzed ring closure.
  • Catalyst for Sonogashira coupling of aryl alkynes to 2-bromothiazole and 2-bromothiophene.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Aquatic Chronic 4 - Skin Sens. 1A

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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I clienti hanno visto anche

Saa, J. M.; Martorell, G.; Garcia-Raso, A.
The Journal of Organic Chemistry, 57, 678-678 (1992)
Catalysis Today, 66, 53-61 (2001)
T Djekić et al.
Journal of chromatography. A, 1142(1), 32-38 (2006-10-20)
The goal of this paper is the evaluation of functionalized silica's for the recovery of homogeneous catalysts by adsorption via its metal centre. As model catalysts, we selected bis(triphenylphosphine)cobalt(II)dichloride (CoCl(2)(PPh(3))(2)), bis(triphenylphosphine)palladium(II)dichloride (PdCl(2)(PPh(3))(2)) and tris(triphenylphosphine)rhodium(I)dichloride (RhCl(PPh(3))(3)). Twelve functionalized groups selected from
Negishi, E.; Ay, M.; et al
Tetrahedron Letters, 34, 1437-1437 (1993)
Tetrahedron, 62, 9548-9548 (2006)

Articoli

A variety of transition-metal catalysts for the Suzuki coupling reaction are now available in our catalog. The majority of these catalysts are palladium- and nickelbased, typically utilizing phosphine-derived ligands.

The Heck reaction is the palladium catalyzed cross-coupling reaction between alkenes and aryl or vinyl halides (or triflates) to afford substituted alkenes.

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

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