919853
Palladium(II) chloride ChemBeads
solid
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About This Item
Empirical Formula (Hill Notation):
Cl2Pd
CAS Number:
Molecular Weight:
177.33
NACRES:
NA.22
UNSPSC Code:
12352302
MDL number:
Product Name
Palladium(II) chloride ChemBeads,
InChI
1S/2ClH.Pd/h2*1H;/q;;+2/p-2
SMILES string
Cl[Pd]Cl
InChI key
PIBWKRNGBLPSSY-UHFFFAOYSA-L
Quality Level
product line
ChemBeads
form
solid
composition
~ 4 wt.% loading of catalyst
reaction suitability
reagent type: catalyst
reaction type: Cross Couplings
General description
Palladium(II) chloride (PdCl2) reacts with unsubstituted or alkyl-substituted cyclic ketones in the CO atmosphere to afford acyclic diesters and acyclic chloro-substituted monoesters. PdCl2 reacts with N,N-dimethylallylamine in methanol to afford di-μ-chloro-bis(2-methoxy-3-N,N-dimethylaminopropyl)dipalladium(II). Palladium dichloride, acetate and acetylacetonate in the [bmim][BF4] or [bmim][PF6] (where[bmim]+ = 1-butyl-3-methylimidazolium cation) ionic liquids have been employed for the hydrodimerization of butadiene to form octa-2,7-dien-1-ol.
Application
Application Guide for Palladium Catalyzed Cross-Coupling Reactions
Used in the synthesis of semiconducting metal-containing polymers in which the polypyrrole backbone has a conformational energy minimum and is nearly planar.
Used in the synthesis of semiconducting metal-containing polymers in which the polypyrrole backbone has a conformational energy minimum and is nearly planar.
Palladium(II) chloride (PdCl2) was used in the following studies:
ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.
Learn more about ChemBeads products
For larger scale uses, product also available in powdered form (205885) & (520659)
- As catalyst for the carbonylation of organic tellurides by reaction with carbon monoxide.
- As a catalyst along with Cu(II) for the deamination of phenethylamines to phenyl substituted pyrroles.
- Together with PEG 300, promoted efficient Suzuki-coupling of aryl chlorides with aryl boronic acids.
ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.
Learn more about ChemBeads products
For larger scale uses, product also available in powdered form (205885) & (520659)
Other Notes
High-Throughput Reaction Screening with Nanomoles of Solid Reagents Coated on Glass Beads
Versatile Methods to Dispense Sub-Milligram Quantities of Solids using Chemical Coated Beads for High-Throughput Experimentation
ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand
Versatile Methods to Dispense Sub-Milligram Quantities of Solids using Chemical Coated Beads for High-Throughput Experimentation
ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand
signalword
Danger
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B Inhalation - Eye Dam. 1 - Met. Corr. 1 - Skin Sens. 1
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
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Yoshikazu Mori et al.
The Journal of organic chemistry, 68(4), 1571-1574 (2003-02-15)
Treatment of thiol esters 1 with zinc reagent 2 in the presence of a small amount (<ca. 1 mol %) of nonpyrophoric Pd(OH)(2)/C (Pearlman's catalyst) provided functionalized asymmetrical ketones 3 in high yields. The use of Pd(OH)(2)/C was further applied
Xiaobing Wan et al.
Journal of the American Chemical Society, 128(37), 12046-12047 (2006-09-14)
A unique method was discovered to construct polysubstituted pyrroles via an unprecedented multiple deprotonations/deaminations process from commercially available phenethylamines. During this transformation, twelve bonds were broken and five new bonds were constructed.
Yves Canac et al.
Inorganic chemistry, 50(21), 10810-10819 (2011-10-11)
The influence of the formal electrostatic interaction on the cis/trans coordination mode at a PdCl(2) center is investigated in a family of isostructural flexible diphosphine ligands Ph(2)P-X-C(6)H(4)-Y-PPh(2), where X and Y stand for neutral or cationic N,C-imidazolylene linkers. While the
Juraj Velcicky et al.
Journal of the American Chemical Society, 133(18), 6948-6951 (2011-04-21)
A one-pot protocol for the cyanomethylation of aryl halides through a palladium-catalyzed reaction with isoxazole-4-boronic acid pinacol ester was developed. Mechanistically, the reaction proceeds through (1) Suzuki coupling, (2) base-induced fragmentation, and (3) deformylation as shown by characterization of all
Maozhong Miao et al.
Organic letters, 14(11), 2718-2721 (2012-05-16)
A novel PdCl(2)-catalyzed oxidative cycloisomerization of 3-cyclopropylideneprop-2-en-1-ones, providing a facile synthesis of highly strained functionalized 2-alkylidenecyclobutanones via furan-fused cyclobutene intermediates, is reported. An interesting route to 2(3H)-furanones with a spiro-cyclopropane unit from the obtained 2-alkylidenecyclobutanones via a ring-contraction rearrangement reaction
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