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764183

Sigma-Aldrich

APhos Pd G3

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

mp

192-201 °C (decomposition)

functional group

phosphine

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)

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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.

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