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Josiphos SL-J009-1 Pd G3

ALDRICH/747130

Synonym: Josiphos SL-J009-1-G3-palladacycle; {(R)-1-[(Sp)-2-(Dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine}[2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate

CAS Number: 1702311-34-9
Empirical Formula (Hill Notation): C45H65FeNO3P2PdS
Molecular Weight: 924.28
MDL Number: MFCD27978424
Linear Formula: C45H65FeNO3P2PdS
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-747130-100MG 100 mg
 $0.00
1/EA
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45-747130-250MG 250 mg
 $292.00
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45-747130-1G 1 g
 $1010.00
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45-747130-5G 5 g
 $4410.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 747130-5G

 

feature generation 3
form solid
functional group phosphine
InChI 1S/C27H47P2.C12H10N.C5H5.CH4O3S.Fe.Pd/c1-21(29(26(2,3)4)27(5,6)7)24-19-14-20-25(24)28(22-15-10-8-11-16-22)23-17-12-9-13-18-23;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-2-4-5-3-1;1-5(2,3)4;;/h14,19-23H,8-13,15-18H2,1-7H3;1-6,8-9H,13H2;1-5H;1H3,(H,2,3,4);;/q;;;;;+1/p-1/t21-;;;;;/m1...../s1
InChI key GJFJVCUFUWXFEB-RPDSBUJNSA-M
mp 180-186 °C
Quality Level 100 
reaction suitability core: palladium
  reaction type: Buchwald-Hartwig Cross Coupling Reaction
  reaction type: Cross Couplings
  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
SMILES string NC1=C(C=CC=C1)C2=C([Pd]OS(C)(=O)=O)C=CC=C2.C[C@@H](P(C(C)(C)C)C(C)(C)C)[C]3[C](P(C4CCCCC4)C5CCCCC5)[C][C][C]3.[C]6[C][C][C][C]6.[Fe]
Application:

  • Total Syntheses of N-Paspaline and N-Emindole PB: Discusses the use of various catalysts including RuPhos and Josiphos ligands for synthesizing complex molecular structures (Radical-Polar Crossover Cyclizations, 2020 ).

  • Unprotected Indazoles Are Resilient to Ring-Opening Isomerization: A Case Study on Catalytic C-S Couplings in the Presence of Strong Base: Utilizes Josiphos SL-J009-1 Pd-G3 for catalytic C-S coupling reactions under strong base conditions (The Journal of Organic Chemistry, 2017 ).

  • Synthesis and characterization of an isopropylBippyPhos precatalyst: Compares various phosphine ligands including XPhos and Josiphos for catalytic activity in organic syntheses (Tetrahedron, 2022 ).

  • Novel quorum sensing inhibitors targeting PqsR: Mentions the experimental use of Josiphos ligands in the synthesis of potential pharmaceutical compounds (2020, University of Saarland ).
General description: Josiphos SL-J009-1 Pd G3 (Josiphos SL-J009-1-G3-palladacycle) is a modified G3 precatalyst (G3′). It has been synthesized by Buchwald and coworkers from second generation (G2) precatalyst by methylation of the amino group present on biphenyl backbone. It is a useful catalyst for various cross-coupling reactions. G3 precatalysts are versatile catalysts. They have long life in solution and are readily soluble in various organic solvents. G3- precatalysts have been employed in various C-N bond forming reactions.
Packaging: 1, 5 g in glass bottle
Packaging: 100, 250 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
mp 180-186 °C
UNSPSC 12161600

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