EMAIL THIS PAGE TO A FRIEND
756482 Sigma-Aldrich

P(t-Bu)3 Pd G2

Synonym: Chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)] palladium(II)

  • CAS Number 1375325-71-5

  • Empirical Formula (Hill Notation) C24H37ClNPPd

  • Molecular Weight 512.40

  •  MDL number MFCD21608496

  •  PubChem Substance ID 329766544

  •  NACRES NA.22

Purchase

Properties

Related Categories Buchwald 2nd Generation Palladacycles, Buchwald Ligands and Complexes, Catalysis and Inorganic Chemistry, Chemical Synthesis, Cross-Coupling,
Quality Level   100
mp   167-170 °C (decomposition)
functional group   phosphine
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
reaction type: Cross Couplings
SMILES string   NC1=C(C2=CC=CC=C2[Pd]Cl)C=CC=C1.CC(C)(C)P(C(C)(C)C)C(C)(C)C
InChI   1S/C12H10N.C12H27P.ClH.Pd/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-10(2,3)13(11(4,5)6)12(7,8)9;;/h1-6,8-9H,13H2;1-9H3;1H;/q;;;+1/p-1
InChI key   ZVSLIOFJVMRWHJ-UHFFFAOYSA-M

Description

General description

P(t-Bu)3 Pd G2 (Chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)] palladium(II)) is a second generation (G2) precatalyst containing a biphenyl-based ligand. Product participates in various palladium catalyzed cross-coupling reactions, C-C, C-N and C-O bond formation reactions, and Suzuki-Miyaura coupling reactions. It generates active Pd catalyst at room temperature in the presence of weak phosphate or carbonate bases. It has been proposed as an active catalyst for use in Stille reactions of aryl halides (bromides and chlorides).

Application

P(t-Bu)3 Pd G2 (Chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)] palladium(II), Pd/P(t-Bu)3) may be used as catalyst in the following studies:
• Synthesis of sterically hindered biaryls (tetra-ortho-substituted), via cross-coupling reactions of aryl chlorides.
• Stille cross-couplings reactions of aryl chloride.
• Synthesis of chloropeptin I, via Stille cross-coupling reaction.
• Heck reaction.
• Negishi cross-coupling reactions.

Packaging

2, 5 g in glass bottle

250, 500 mg in glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number
Protocols & Articles

Articles

KitAlysis™ C-N (Buchwald-Hartwig) High-Throughput 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, Solvents

Scale-Up Guide: Buchwald-Hartwig Amination 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

Stephen Buchwald Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Stephen Buchwald Group – Professor Product Portal
Keywords: Aminations, Asymmetric catalysis, Asymmetric synthesis, Catalysis, Coupling reactions, Cross couplings, Fluorinations, Ligands, Solvents, transformation

Related Content

KitAlysis™ High-Throughput Screening Kits: A Visual Introductory Guide [VIDEO]

This KitAlysis™ High-Throughput Screening Kits video animation clearly illustrates the step by step process that enables any chemist to quickly and efficiently screen 24 unique cross-coupling reactio...
Keywords: Coupling reactions, Cross couplings

Peer-Reviewed Papers
15

References

Related Products

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?