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761435 Sigma-Aldrich

cataCXium® A Pd G3

95%

Synonym: Mesylate[(di(1-adamantyl)-n-butylphosphine)-2-(2′-amino-1,1′-biphenyl)]palladium(II), [(Di(1-adamantyl)-butylphosphine)-2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate, cataCXium-A-Pd-G3

  • CAS Number 1651823-59-4

  • Empirical Formula (Hill Notation) C37H52NO3PPdS

  • Molecular Weight 728.27

  •  PubChem Substance ID 329766937

  •  NACRES NA.22

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Properties

Related Categories Amines, Buchwald 3rd Generation Palladacycles, Buchwald Ligands and Complexes, Building Blocks, C20 to C30+,
Quality Level   100
assay   95%
impurities   ≤3% acetone
mp   196-241 °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   CS(=O)(=O)O[Pd]c1ccccc1-c2ccccc2N.CCCCP([C@@]34C[C@@H]5C[C@@H](C[C@@H](C5)C3)C4)[C@@]67C[C@@H]8C[C@@H](C[C@@H](C8)C6)C7
InChI   1S/C24H39P.C12H10N.CH4O3S.Pd/c1-2-3-4-25(23-11-17-5-18(12-23)7-19(6-17)13-23)24-14-20-8-21(15-24)10-22(9-20)16-24;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h17-22H,2-16H2,1H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1/t17-,18+,19-,20-,21+,22-,23-,24-;;;
InChI key   REYVZCOGMIXVNX-DVBMAMJVSA-M

Description

Application

cataCXium® A Pd G3 is a Buchwald third generation precatalyst that can be used in:
• Direct ortho-arylation of pyridinecarboxylic acids.
• Catalyzing Suzuki–Miyaura cross-coupling in the synthesis of 1-heteroaryl-3-azabicyclo[3.1.0]hexanes.
• Palladium-catalyzed carbonylative carboperfluoroalkylation of alkynes.
• Suzuki–Miyaura coupling reaction of geminal bis(boryl)cyclopropanes in the synthesis of various gem-disubstituted cyclopropanes.

Packaging

1, 5 g in glass bottle

250 mg in glass bottle

Legal Information

cataCXium is a registered trademark of Evonik Degussa GmbH

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)

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Protocols & Articles

Articles

G3 and G4 Buchwald Precatalysts

Visit Stephen Buchwald’s Professor Product Portal for more information on palladium precatalysts and products offered by the Buchwald Laboratory.
Keywords: Aminations, Arylations, Catalysis, Coupling reactions, Cross couplings, Deprotonations, Hydroxylations, Ligands, Pharmaceutical, Solvents, Suzuki-Miyaura coupling

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

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

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

Peer-Reviewed Papers
15

References

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