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764183

Sigma-Aldrich

APhos Pd G3

greener alternative

97%

Synonym(s):

APhos-Pd-G3, Palladium G3-(4-(N,N-Dimethylamino)phenyl)di-tert-butylphosphine, [4-(Di-tert-butylphosphino)-N,N-dimethylaniline-2-(2′-aminobiphenyl)]palladium(II) methanesulfonate

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About This Item

Empirical Formula (Hill Notation):
C29H41N2O3PPdS
CAS Number:
1820817-64-8
Molecular Weight:
635.11
MDL number:
MFCD27978423
UNSPSC Code:
12161600
PubChem Substance ID:
329767104
NACRES:
NA.22

Quality Level

100

Assay

97%

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

greener alternative product score

old score: 5
new score: 3
Find out more about DOZN™ Scoring

greener alternative product characteristics

Waste Prevention
Atom Economy
Less Hazardous Chemical Syntheses
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

192-201 °C (decomposition)

functional group

phosphine

greener alternative category

Re-engineered

SMILES string

NC1=C(C=CC=C1)C2=C([Pd]OS(C)(=O)=O)C=CC=C2.CN(C)C3=CC=C(C=C3)P(C(C)(C)C)C(C)(C)C

InChI

1S/C16H28NP.C12H10N.CH4O3S.Pd/c1-15(2,3)18(16(4,5)6)14-11-9-13(10-12-14)17(7)8;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h9-12H,1-8H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1

InChI key

SNUBBUQVCDWEAV-UHFFFAOYSA-M

Related Categories

General description

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives. This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Atom Economy” and “Less Hazardous Chemical Synthesis”. Click here to view its DOZN scorecard.

Application

APhos Pd G3 is a Buchwald precatalyst that can be used in cross-coupling reactions.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN8480
SHBM9186
SHBL9651
SHBK9088
SHBH7705

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Synthesis of Double-Bond-Substituted Hemithioindigo Photoswitches
Gerwien A, et al.
Organic Letters, 20(1), 232-235 (2018)
Capture of reactive monophosphine-ligated palladium (0) intermediates by mass spectrometry
Zheng Q, et al.
Journal of the American Chemical Society, 137(44), 14035-14038 (2015)

Articles

Scale-Up Guide: 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.

KitAlysis™ Suzuki-Miyaura Cross-Coupling Reaction Screening Kit

Multiple tools have been created to ensure your success with kit set up. Start with the more detailed guide to ensure you are comfortable with all of the steps before using the quick guides on the excel worksheet. Remember that while the technique is new, it is still organic chemistry and so the steps will seem easy once you try just one kit. It is just a new way of approaching something you are already very good at.

KitAlysis High-Throughput Palladium Precatalyst Cross-Coupling Reaction Screening Kit

Materials Included in your KITALYSIS-24PD-2PK High-Throughput Screening Kit

G3 and G4 Buchwald Precatalysts

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.

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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