669032
PEPPSI™-IPr catalyst
98%, Umicore
Synonym(s):
[1,3-Bis(2,6-Diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride
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About This Item
Product Name
PEPPSI™-IPr catalyst, 98%, Umicore
Quality Level
assay
98%
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
manufacturer/tradename
Umicore
mp
230 °C
SMILES string
Cl[Pd]Cl.Clc1cccnc1.CC(C)c2cccc(C(C)C)c2N3CN(C=C3)c4c(cccc4C(C)C)C(C)C
InChI
1S/C27H38N2.C5H4ClN.2ClH.Pd/c1-18(2)22-11-9-12-23(19(3)4)26(22)28-15-16-29(17-28)27-24(20(5)6)13-10-14-25(27)21(7)8;6-5-2-1-3-7-4-5;;;/h9-16,18-21H,17H2,1-8H3;1-4H;2*1H;/q;;;;+2/p-2
InChI key
BLDKGTGQENJFON-UHFFFAOYSA-L
General description
Application
- Catalyst for Kumada-Tamao-Corriu (KTC) reaction (eq. 1)
- Catalyst for Negishi coupling reaction (eq. 2)
- Catalyst for Suzuki coupling reaction (eq. 3)
- Catalyst for Buchwald-Hartwig amination reaction (eq. 4)
For small scale and high throughput uses, product is also available as ChemBeads (931063)
Legal Information
This product, its manufacturing or use, is the subject of one or more issued or pending U.S. Patents (and foreign equivalents) owned or controlled by Umicore PMC. The purchase of this product from Umicore PMC through Sigma-Aldrich, its affiliates or their authorized distributors conveys to the buyer a limited, one-time, non-exclusive, non-transferable, non-assignable license. Buyer′s use of this product may infringe patents owned or controlled by third parties. It is the sole responsibility of buyer to ensure that its use of the product does not infringe the patent rights of third parties or exceed the scope of the license granted herein.
For any further information on product please refer to your local Umicore PMC contact at http://www.pmc.umicore.com
Patented, U.S. Pat. No. 7,250,510. Sold under an exclusive license from Total Synthesis Ltd.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Articles
Professor Mike Organ, along with Drs. Chris O’Brien and Eric Kantchev, have developed an elegant Pd-NHC catalyst system. The title complex PEPPSI™ stands for Pyridine-Enhanced Precatalyst Preparation Stabilization and Initiation.
PEPPSI™ Catalysts are novel state-of-the-art catalyst that successfully performs cross-coupling niche reactions.
Professor Mike Organ at York University, along with co-workers Dr. Chris O’Brien and Dr. Eric Kantchev, have developed an palladium N-heterocyclic-carbene (NHC) catalyst system. They reacted PdCl2with a bulky NHC ligand, 2,6-diisopropylphenyllimidazolium chloride (IPr), and an α-donating 3-chloropyridine ligand for stability. The title complex, PEPPSI™, stands for Pyridine-Enhanced Precatalyst Preparation Stabilization and Initiation. Sigma-Aldrich offesr gram-scale quantities of the PEPPSI™ catalyst in collaboration with the Organ research group.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 669032-1G | 04061832734910 |
| 669032-1KG | 04061826680360 |
| 669032-250G | 04061833399514 |
| 669032-5G | 04061832734927 |