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All Photos(2)

Key Documents

804967

Sigma-Aldrich

rac-BINAP-Pd-G3

95%

Synonym(s):

[2′-(amino-κN)[1,1′-biphenyl]-2-yl-κC][[2′-(diphenylphosphino)[1,1′-binaphthalen]-2-yl]diphenylphosphine-κP](methanesulfonato-κO)- palladium 

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CN¥4,637.12

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About This Item

Empirical Formula (Hill Notation):
C57H45NO3P2PdS
CAS Number:
Molecular Weight:
992.40
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

CN¥4,637.12


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Quality Level

Assay

95%

form

solid

feature

generation 3

reaction suitability

core: palladium
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

mp

175-180 °C

functional group

phosphine

SMILES string

CS(O[Pd-2]1([P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=C(C5=C6C(C=CC=C6)=CC=C5P(C7=CC=CC=C7)C8=CC=CC=C8)C9=CC=CC=C9C=C4)C%10=C(C%11=C([NH2+]1)C=CC=C%11)C=CC=C%10)(=O)=O

InChI

1S/C44H32P2.C12H10N.CH4O3S.Pd/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h1-32H;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1

InChI key

BVYJEOTVUJMCBM-UHFFFAOYSA-M

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F4637F5137F7512
technique(s)

immunofluorescence: 1:64-1:128 using Hep2 cells

technique(s)

ANA-indirect immunofluorescence: 1:128, direct immunofluorescence: 1:80

technique(s)

immunohistochemistry (formalin-fixed, paraffin-embedded sections): 1:100, indirect immunofluorescence: 1:100

technique(s)

direct immunofluorescence: 1:160, immunohistochemistry (formalin-fixed, paraffin-embedded sections): 1:160

biological source

rabbit

biological source

rabbit

biological source

rabbit

biological source

sheep

antibody form

IgG fraction of antiserum

antibody form

IgG fraction of antiserum

antibody form

IgG fraction of antiserum

antibody form

affinity isolated antibody

form

buffered aqueous solution

form

buffered aqueous solution

form

buffered aqueous solution

form

buffered aqueous solution

clone

polyclonal

clone

polyclonal

clone

polyclonal

clone

polyclonal

General description

rac-BINAP-Pd-G3 is a third generation (G3) Buchwald precatalyst. t is air, moisture and thermally-stable and is highly soluble in a wide range of common organic solvents. It has long life in solutions. rac-BINAP-Pd-G3 is an excellent reagent for palladium catalyzed cross-coupling reactions. Some of its unique features include lower catalyst loadings, shorter reaction time, efficient formation of the active catalytic species and accurate control of ligand: palladium ratio. It

Application

Pd precatalyst for cross-coupling

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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    Articles

    Preformed catalysts in the kit are stable but become air-sensitive when activated; Schlenk technique aids scale-up.

    Preformed catalysts in the kit are stable but become air-sensitive when activated; Schlenk technique aids scale-up.

    All contents in the foil bag are weighed, plated, packed, and sealed in a glove box under nitrogen.

    G3 and G4 Buchwald palladium precatalysts are the newest air, moisture, and thermally stable crossing-coupling complexes used in bond formation for their versatility and high reactivity.

    Related Content

    The Buchwald group has developed a series of highly active and versatile palladium precatalysts and biarylphosphine ligands used in cross-coupling reactions for the formation of C-C, C–N, C–O, C–F, C–CF3, and C–S bonds. The ligands are electron-rich, and highly tunable to provide catalyst systems with a diverse scope, high stability and reactivity. Furthermore, the new series of precatalysts are air-, moisture and thermally-stable and display good solubility in common organic solvents. The use of precatalysts ensures the efficient generation of the active catalytic species and allows one to accurately adjust the ligand:palladium ratio. The ligands, precatalysts and methodology developed in the Buchwald group are user friendly and have rendered previously difficult cross couplings reactions, much easier to achieve.

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

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