Skip to Content
Merck
All Photos(1)

Documents

644706

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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.
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

Related Content

Pd EnCat™ Encapsulated Palladium Catalysts

Homogeneous palladium catalysts are widely utilized due to their versatility, reactivity and functional group tolerance.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service