• USA Home
  • 732117 - Pd-PEPPSI-IPent catalyst

732117 Sigma-Aldrich

Pd-PEPPSI-IPent catalyst


Synonym: Dichloro[1,3-bis(2,6-Di-3-pentylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II), [1,3-Bis(2,6-Di-3-pentylphenyl)imidazol-2-ylidene](3-chloropyridyl)dichloropalladium(II), [1,3-Bis(2,6-Di-3-pentylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride

  • CAS Number 1158652-41-5

  • Empirical Formula (Hill Notation) C40H56Cl3N3Pd

  • Molecular Weight 791.67

  •  PubChem Substance ID 329764705

  •  NACRES NA.22



Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Homogeneous Pd Catalysts, Palladium Catalysts
Quality Level   200
assay   ≥95%
reaction suitability   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
mp   195-201 °C
storage temp.   −20°C
SMILES string   Clc1cccnc1.CCC(CC)c2cccc(C(CC)CC)c2N3C=CN(c4c(cccc4C(CC)CC)C(CC)CC)\C3=[Pd](/Cl)Cl
InChI   1S/C35H52N2.C5H4ClN.2ClH.Pd/c1-9-26(10-2)30-19-17-20-31(27(11-3)12-4)34(30)36-23-24-37(25-36)35-32(28(13-5)14-6)21-18-22-33(35)29(15-7)16-8;6-5-2-1-3-7-4-5;;;/h17-24,26-29H,9-16H2,1-8H3;1-4H;2*1H;/q;;;;+2/p-2



• Catalyst for Stille coupling reaction (eq. 1)
• Catalyst for Negishi coupling reaction (eq. 2)
• Catalyst for Suzuki coupling reaction (eq. 3)
Reaction scheme for Pd catalyst PEPPSI<SUP>™</SUP>-IPent used in cross coupling reaction

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Cross-Coupling, Amination and Heck Transformation using PEPPSI Catalysts


1, 5 g in glass bottle

250 mg in glass bottle

Legal Information

Patented, U.S. Pat. No. 7,250,510. Sold under an exclusive license from Total Synthesis Ltd.

PEPPSI is a trademark of Total Synthesis Ltd.

Safety & Documentation

Safety Information

GHS07  GHS07
Signal word 
Hazard statements 
NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles


Catalytic Direct Cross-Coupling of Organolithium Compounds with Aryl Chlorides

Complex, hindered biaryls have been prepared at temperatures ranging from 1�C to room temperature, or with gentle heating. The Pd-PEPPSI-IPent catalyst nicely couples starting materials containing ac...
Keywords: Chromatography, Flash chromatography

KitAlysis High-Throughput Palladium Precatalyst Cross-Coupling Reaction Screening Kit

The screening sets come pre-loaded with 1 µmol of catalyst in each vial according to the following design.  
Keywords: Coupling reactions, Cross couplings, High performance liquid chromatography

KitAlysis Suzuki-Miyaura Cross-Coupling Screening Kit

The screening sets come pre-loaded with 1 µmol of catalyst in each vial according to the following design.
Keywords: Cross couplings, High performance liquid chromatography, Ligands

Negishi cross-coupling of secondary alkylzinc halides with aryl/heteroaryl halides using Pd-PEPPSI-IPent

Over the past two decades, considerable attention has been given to the development of new ligands for the palladium-catalyzed arylation of amines and related NH-containing substrates (i.e. Buchwald-...
Keywords: Aminations, Arylations, Buchwald-Hartwig amination, Catalysis, Chromatography, Column chromatography, Cross couplings, Gas chromatography, Hydroaminations, Ligands, Thin layer chromatography

PEPPSI™ Catalysts

PEPPSI™-IPr: An air- and water-stable catalysts for industrially useful intermolecular cross-coupling reactions, aminations, and intramolecular Heck transformations.
Keywords: Addition reactions, Aminations, Arylations, Building blocks, Catalysis, Coupling reactions, Cross couplings, Eliminations, Fischer Indole Synthesis, Grignard Reaction, Ligands, Metathesis, Nuclear magnetic resonance spectroscopy, Oxidative additions, Rearrangements, Reductions, Reductive eliminations, Suzuki coupling, Suzuki reactions

PEPPSI™-IPent for Demanding Cross-Coupling Reactions

Professor Mike Organ and co-workers have developed the PEPPSI™ (Pyridine-Enhanced Precatalyst Preparation Stabilization and Initiation) precatalysts for palladium-catalyzed cross-coupling reactions. ...
Keywords: Aminations, Catalysis, Coupling reactions, Cross couplings, Ligands

Pd-PEPPSI-IPent: An Active, Sterically Demanding Cross-Coupling Catalyst and Its Application in the Synthesis of Tetra-Ortho- Substituted Biaryls-

The halogenated 1H-1,2,4-triazole glycosides 6-11 were synthesized by BF3-activated glycosylation of 3(5)-chloro-1,2,4- triazole (2), 3,5-dichloro-1,2,4-triazole (3), 3,5-dibromo-1,2,4-triazole (4), ...
Keywords: Arylations, Catalysis, Coupling reactions, Cross couplings, Glycosylations, Purification, Separation

Regioselective Cross-Coupling of Allylboronic Acid Pinacol Ester Derivatives with Aryl Halides via Pd-PEPPSI-IPent-

Palladium-catalyzed direct cross-coupling of aryl chlorides with a wide range of (hetero)aryl lithium compounds is reported. The use of Pd-PEPPSI-IPent or Pd2(dba)3/XPhos as the catalyst allows for t...
Keywords: Catalysis, Chromatography, Column chromatography, Cross couplings, Evaporation

Suzuki-Miyaura Cross-Coupling Reaction

All of the preformed catalysts used in the kit are air and moisture stable complexes in their commercially available form. Once activated by base under the reaction conditions they become sensitive t...
Keywords: Coupling reactions, Cross couplings, Solvents

Related Content

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Palladium catalyzed cross-coupling reactions have revolutionized the way in which molecules are constructed. From the fields of organic synthesis and medicinal chemistry, to materials science and pol...
Keywords: Catalysis, Coupling reactions, Cross couplings, Materials Science, Medicinal chemistry, Organic synthesis, Polymer science, transformation

Peer-Reviewed Papers


Related Products

related product

Product #


Add to Cart

06693 Timestrip Plus -20 °C

Technical Service:

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

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?