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Sigma-Aldrich

Pd EnCat® TPP30

extent of labeling: 0.4 mmol/g Pd loading, TPP 0.8, Pd 1.0

Synonym(s):

Palladium acetate and triphenylphosphine, microencapsulated in polyurea matrix

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About This Item

MDL number:
MFCD06798793
UNSPSC Code:
12161600
NACRES:
NA.22

contains

0.26-0.35 mmol/g phosphorous
0.37-0.44 mmol/g palladium

composition

Pd, 1.0
TPP, 0.8

reaction suitability

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

extent of labeling

0.4 mmol/g Pd loading

General description

It is an encapsulated catalyst (EnCat®), wherein palladium acetate and triphenylphosphine (TPP) are microencapsulated within a polyurea matrix, which prevents palladium leaching.

Application

Reaxa Technology
Pd EnCat® TPP30 may be used as a catalyst for the microwave-assisted Sonogashira cross-coupling of:
  • Aryl iodides and bromides with terminal alkynes to form the corresponding coupling products under copper-free conditions.
  • Bromobenzotriazoles and arylacetylenes in the presence of 1,5-diazabicyclo[5.4.0]undecene-5-ene (DBU) and copper iodide to form 2H-benzo[d][1,2,3]triazole derivatives.
Recyclable, immobilized catalyst system that simplifies removal of Pd in C-C bond forming and reduction processes.

Features and Benefits

The advantages of using Pd EnCat® catalysts are:
  • low residual metal levels in crude product
  • easy recovery of catalyst
  • compatibility of immobilized metal with various ligands to effect C-C bond forming reactions
  • safer and easier to handle than Pd/C for hydrogenation
  • efficiency and economy gains through recovery and recycling

Other Notes

Matrix content 30%

Legal Information

PdEncat® technology.
EnCat is a registered trademark of Reaxa Ltd.

Pictograms

FlameHealth hazard
GHS02,GHS08

Signal Word

Warning

Hazard Classifications

Aquatic Chronic 3 - Carc. 2 - Flam. Sol. 2 - Repr. 2 - STOT RE 2 Oral

Target Organs

Liver,Kidney

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

-9.4 - -7.6 °F

Flash Point(C)

-23 - -22 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Pd-EnCatTM TPP30 as a Catalyst for the Generation of Highly Functionalized Aryl-and Alkenyl-Substituted Acetylenes via Microwave-Assisted Sonogashira Type Reactions.
Sedelmeier J, et al.
European Journal of Organic Chemistry, 2009(26), 4412-4420 (2009)
Self-assembly of T-shape 2H-benzo[d][1,2,3]-triazoles. Optical waveguide and photophysical properties.
Torres I, et al.
Royal Society of Chemistry Advances, 6(43), 36544-36553 (2016)
Steven V Ley et al.
Chemical communications (Cambridge, England), (10), 1134-1135 (2002-07-19)
Palladium(II) acetate microencapsulated in polyurea (MC-[Pd]) is an economical and versatile heterogeneous catalyst for a range of phosphine-free cross-coupling reactions in both conventional solvents and supercritical carbon dioxide (scCO2); the catalyst can be recovered by a simple filtration and recycled
Yu, J.Q., et al.
Chemical Communications (Cambridge, England), 678-697 (2003)
Steven V Ley et al.
Organic letters, 5(24), 4665-4668 (2003-11-25)
[reaction: see text] Pd nanoparticles (approximately 2 nm in size) microencapsulated in polyurea is an efficient and recyclable catalyst for reductive ring-opening hydrogenolysis of epoxides, using either HCOOH/Et(3)N or H(2) as a hydrogen donor.

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