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1445085-97-1

Xantphos Palladacycle Gen. 3, also known as XantPhos Pd G3, is a third-generation (G3) Buchwald precatalyst. It is characterized by its air, moisture, and thermal stability, as well as its high solubility in a wide range of common organic solvents. XantPhos Pd G3 is particularly effective as a reagent for palladium-catalyzed cross-coupling reactions, offering unique features such as lower catalyst loadings, shorter reaction times, efficient formation of the active catalytic species, and accurate control of the ligand: palladium ratio.

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  • Methanesulfonato[(4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene)-2-(2'-amino-1,1'-biphenyl)]palladium(II)

    Cas No: 1445085-97-1

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  • 1445085-97-1 Structure

  • Basic information

    1. Product Name: Xantphos Palladacycle Gen. 3
    2. Synonyms: Methanesulfonato[9,9-diMethyl-4,5-bis(diphenylphosphino)xanthene][2'-aMino-1,1'-biphenyl]palladiuM(II) dichloroMethane adduct, Min. 98%;Methanesulfonato[9,9-diMethyl-4,5-bis(diphenylphosphino)xanthene][2'-aMino-1,1'-biphenyl]palladium(II);Methanesulfonato[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene][2'-amino-1,1'-biphenyl]palladium(I;Xantphos Palladacycle Gen. 3;Methanesulfonato[4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene](2-amino-1,1-biphenyl-2-yl)palladium(II);Methanesulfonato[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene][2'-amino-1,1'-biphenyl]palladium(II) dichloromethane adduct,[Xantphos Palladacycle Gen. 3]
    3. CAS NO:1445085-97-1
    4. Molecular Formula: C13H13NO3PdS*C39H32OP2
    5. Molecular Weight: 949.358462
    6. EINECS: N/A
    7. Product Categories: Buchwald Ligands&Precatalysts;Buchwald Precatalysts Series;Pd
    8. Mol File: 1445085-97-1.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: pale yellow/Powder
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
    8. Solubility: N/A
    9. CAS DataBase Reference: Xantphos Palladacycle Gen. 3(CAS DataBase Reference)
    10. NIST Chemistry Reference: Xantphos Palladacycle Gen. 3(1445085-97-1)
    11. EPA Substance Registry System: Xantphos Palladacycle Gen. 3(1445085-97-1)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1445085-97-1(Hazardous Substances Data)

1445085-97-1 Usage

Uses

Used in Chemical Synthesis:
Xantphos Palladacycle Gen. 3 is used as a catalyst for palladium-catalyzed cross-coupling reactions, which are essential in the synthesis of various complex organic molecules. Its application in this field is due to its ability to lower catalyst loadings, reduce reaction times, and efficiently form the active catalytic species.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Xantphos Palladacycle Gen. 3 is used as a catalyst for the synthesis of complex drug molecules. Its application in this industry is driven by its ability to accurately control the ligand: palladium ratio, which is crucial for the selective formation of desired products and minimizing side reactions.
Used in Material Science:
Xantphos Palladacycle Gen. 3 is also used in the field of material science for the synthesis of advanced materials with specific properties. Its application in this industry is due to its stability and solubility in various organic solvents, which allows for the formation of a wide range of materials with tailored characteristics.

Reaction

Catalyst for the Negishi coupling of aryl halides and alkylzinc reagents. Catalyst for the synthesis of tetraacetylated p-tolyl thioglucose. Cooperative catalyst for the direct asymmetric α-allylation of acyclic esters.

Check Digit Verification of cas no

The CAS Registry Mumber 1445085-97-1 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,4,4,5,0,8 and 5 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1445085-97:
(9*1)+(8*4)+(7*4)+(6*5)+(5*0)+(4*8)+(3*5)+(2*9)+(1*7)=171
171 % 10 = 1
So 1445085-97-1 is a valid CAS Registry Number.

1445085-97-1Downstream Products

1445085-97-1Relevant articles and documents

Design and preparation of new palladium precatalysts for C-C and C-N cross-coupling reactions

Bruno, Nicholas C.,Tudge, Matthew T.,Buchwald, Stephen L.

, p. 916 - 920 (2013/06/05)

A series of easily prepared, phosphine-ligated palladium precatalysts based on the 2-aminobiphenyl scaffold have been prepared. The role of the precatalyst-associated labile halide (or pseudohalide) in the formation and stability of the palladacycle has been examined. It was found that replacing the chloride in the previous version of the precatalyst with a mesylate leads to a new class of precatalysts with improved solution stability and that are readily prepared from a wider range of phosphine ligands. The differences between the previous version of precatalyst and that reported here are explored. In addition, the reactivity of the latter is examined in a range of C-C and C-N bond forming reactions.

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