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720526

Palladium(π-cinnamyl) chloride dimer

Name: Palladium(&#960;-cinnamyl) chloride dimer
Brand: ALDRICH

97%, solid

Synonym(s):

Bis[cinnamyl palladium(II) chloride], Palladium(1-phenylallyl)chloride dimer, [(Cinnamyl)PdCl]₂, [Pd(1-phenylallyl)Cl]₂

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₁₈Cl₂Pd₂

CAS Number:

12131-44-1

Molecular Weight:

518.08

UNSPSC Code:

12161600

PubChem Substance ID:

329763720

NACRES:

NA.22

MDL number:

MFCD16621470

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Properties

Product Name

Palladium(π-cinnamyl) chloride dimer, 97%

Quality Level

100

assay

97%

form

solid

reaction suitability

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

218-220 °C

storage temp.

2-8°C

SMILES string

Cl[Pd].Cl[Pd].[CH2][CH][CH]c1ccccc1.[CH2][CH][CH]c2ccccc2

InChI

1S/2C9H9.2ClH.2Pd/c2*1-2-6-9-7-4-3-5-8-9;;;;/h2*2-8H,1H2;2*1H;;/q;;;;2*+1/p-2

InChI key

SHWAPUDBEQXXLQ-UHFFFAOYSA-L

Description

Application

Palladium(π-cinnamyl) chloride dimer can be used as a catalyst for the:

Ammonia cross-coupling reactions to synthesize arylamines.
Conversion of aryl triflates to fluorides.

It can also be used as a source of palladium in the asymmetric α-arylation of amides.

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

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Matching the chirality of monodentate N-heterocyclic carbene ligands: a case study on well-defined palladium complexes for the asymmetric ?-arylation of amides.

Luan X, et al.

Organic Letters, 10(24), 5569-5572 (2008)

Evidence for in situ catalyst modification during the Pd-catalyzed conversion of aryl triflates to aryl fluorides.

Maimone TJ, et al.

Journal of the American Chemical Society, 133(45), 18106-18109 (2011)

AP, N?Ligand for Palladium?Catalyzed Ammonia Arylation: Coupling of Deactivated Aryl Chlorides, Chemoselective Arylations, and Room Temperature Reactions

Lundgren R J, et al.

Angewandte Chemie (International Edition in English), 122(24), 4165-4168 (2010)

Global Trade Item Number

SKU	GTIN
720526-1G	04061826734889