Di-μ-chlor-bis(?-allyl)palladium

Bezeichnung:Di-μ-chlor-bis(?-allyl)palladium

CAS-Nr12012-95-2

Englisch Name:Allylpalladium(II) Chloride Dimer

CBNumberCB4156701

SummenformelC6H10Cl2Pd2

Molgewicht365.89

MOL-Datei12012-95-2.mol

Synonyma

Di-μ-chlor-bis(?-allyl)palladium

Di-μ-chlor-bis(?-allyl)palladium physikalisch-chemischer Eigenschaften

Schmelzpunkt	120°C (dec.)
storage temp.	2-8°C
Aggregatzustand	Crystals or Crystalline Powder
Farbe	Yellow to green-yellow
Wasserlöslichkeit	decomposes
Sensitive	Air Sensitive
BRN	4124623
InChI	InChI=1S/2C3H2.2ClH.2Pd/c21-3-2;;;;/h21-2H;21H;;/q2-1;;;2*+2/p-2
InChIKey	GSVMTGORPBRYQY-UHFFFAOYSA-L
SMILES	[Pd+2]123(C=C1[CH-]2)[Cl-][Pd+2]12(C=C1[CH-]2)[Cl-]3
NIST chemische Informationen	[Pd(Cl)(C3H5)]2(12012-95-2)

Sicherheit

Kennzeichnung gefährlicher	Xi,Xn
R-Sätze:	36/37/38-40
S-Sätze:	26-36-36/37
WGK Germany	3
RTECS-Nr.	RT3510000
F	1-10
TSCA	No
HS Code	28439090
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Skin Irrit. 2

Gefahreninformationscode (GHS)

Allylpalladium(II) Chloride Dimer Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
Allylpalladium(II) chloride dimer is a yellow powder with the formula [(η3-C3H5)PdCl]2. This compound is an important catalyst used in organic synthesis. It is one of the most widely used transition metal allyl complexes.
Verwenden
[Pd(allyl)Cl]2 can be used as a catalyst:
For the silylation of organobromides.
To synthesize α-aryl carbonyl compounds by coupling reaction between aldehydes and aryl halides.
To prepare various arylthiophene derivatives by cross-coupling reaction with aryl halides via C-H functionalization.
Application Guide for Palladium Catalyzed Cross-Coupling Reactions
ChemDose: Convenient Dosing of Catalysts and Reagents
Verwenden
Allylpalladium(II) chloride dimer is used as an important catalyst in Heck reaction. It reacts with cyclopentadienyl anion to give cyclopentadienyl allyl palladium. It acts as a precatalyst for asymmetric and cross-coupling catalysis. Further, it is used in the preparation of 1,4-diallyl-1,2-dihydroisoquinolines. It is also employed as a catalyst for greener Buchwald-Hartwig coupling reaction and involved in the synthesis of cationic palladium catalysts. In addition, it takes part in preparation of -heterocyclic carbene-palladium-eta3-allyl chloride complex, which is an efficient catalyst for the Suzuki-Miyaura cross-coupling reactions in synthetic chemistry.
synthetische
Allylpalladium(II) chloride dimer is prepared by purging carbon monoxide through a methanolic aqueous solution of palladium(II) chloride, sodium chloride, and allyl chloride.
2Na2PdCl4 + 2 CH2=CHCH2Cl + 2 CO + 2 H2O → (C3H5)2Pd2Cl2 + 4 NaCl + 2 CO2 + 4 HCl
Reaktionen
1. Precatalyst for the enantioselective hydrosilylation of olefins.
2. Precatalyst for asymmetric allylic alkylation and amination.
3. Used as a palladium source for cross-coupling reactions.
4. Can be used with Trost ligands.
5. Catalyst for the carbostannylation of alkynes.
6. Used as a precatalyst for "-arylation of aldehydes.
Allgemeine Beschreibung
Allylpalladium(II) chloride dimer is employed as catalyst in Heck reaction. It also participates as catalyst in the tandem nucleophilic allylation-alkoxyallylation reaction of the alkynylaldehydes with allyl chloride and allyltributylstannane.
reaction suitability
core: palladium
reaction type: Cross Couplings
reagent type: catalyst
reaction type: C-H Activation
läuterung methode
It crystallises from benzene and is soluble in MeOH, Et2O and CHCl3. [Hüttel et al. Chem Ber 94 766 1961, Dent et al. J Chem Soc 1585 1964, Armstrong J Org Chem 31 618 1966.]

Di-μ-chlor-bis(?-allyl)palladium Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

12012-95-2, Allylpalladium(II) Chloride Dimer Verwandte Suche:

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