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792357

Sigma-Aldrich

MorDalphos Pd G3

Synonym(s):

(2-(Di-1-adamantylphosphino)morpholinobenzene)[2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate, Mesyl(2-(di-1-adamantylphosphino)morpholinobenzene)[2-(2′-amino-1,1′-biphenyl)]palladium(II),, MorDalphos-G3-palladacycle

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About This Item

Empirical Formula (Hill Notation):
C43H55N2O4PPdS
CAS Number:
2222690-89-1
Molecular Weight:
833.37
MDL number:
MFCD28137452
UNSPSC Code:
12161600
PubChem Substance ID:
329768328
NACRES:
NA.22

form

solid

Quality Level

100

feature

generation 3

reaction suitability

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

245-250 °C

functional group

phosphine

SMILES string

NC1=C(C=CC=C1)C2=C([Pd]OS(=O)(C)=O)C=CC=C2.P([C@]34C[C@@H](C[C@@H](C4)C5)C[C@@H]5C3)([C@@]6(C[C@@H](C7)C8)C[C@H]7C[C@H]8C6)C9=CC=CC=C9N%10CCOCC%10

InChI

1S/C30H42NOP.C12H10N.CH4O3S.Pd/c1-2-4-28(27(3-1)31-5-7-32-8-6-31)33(29-15-21-9-22(16-29)11-23(10-21)17-29)30-18-24-12-25(19-30)14-26(13-24)20-30;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h1-4,21-26H,5-20H2;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1

InChI key

XDLJAOATDSJDKP-UHFFFAOYSA-M

General description

MorDalphos Pd G3 is a third generation (G3) Buchwald precatalyst. It is air, moisture and thermally-stable and is highly soluble in a wide range of common organic solvents. It has long life in solutions. MorDalphos 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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Scale-Up Guide: Buchwald-Hartwig Amination

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