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Merck
CN

923508

(iPrMPhos)PdCl2

≥95%, powder, 1:1 complex with CH₂Cl₂

Synonym(s):

1-Diadamantylphosphino-1′-diisopropylphosphinoferrocene palladium dichloride

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About This Item

Empirical Formula (Hill Notation):
C36H52Cl2FeP2Pd
CAS Number:
2768152-16-3
Molecular Weight:
779.92
UNSPSC Code:
12352103
NACRES:
NA.22

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Product Name

(iPrMPhos)PdCl2, 1:1 complex with CH2Cl2, ≥95%

SMILES string

ClCCl.[Cl-][Pd+2]1([Cl-])[P](C(C)C)(C(C)C)[C-]23[CH]4=[CH]5[CH]6=[CH]2[Fe+2]56789%1043[CH]=%11[CH]%10=[CH]9[C-]8([CH]%117)[P]1(C%12%13CC%14CC(CC(C%14)C%12)C%13)C%15%16CC%17CC(CC(C%17)C%15)C%16

InChI

InChI=1S/C25H34P.C11H18P.CH2Cl2.2ClH.Fe.Pd/c1-2-4-23(3-1)26(24-11-17-5-18(12-24)7-19(6-17)13-24)25-14-20-8-21(15-25)10-22(9-20)16-25;1-9(2)12(10(3)4)11-7-5-6-8-11;2-1-3;;;;/h1-4,17-22H,5-16H2;5-10H,1-4H3;1H2;2*1H;;/q2*-1;;;;2*+2/p-2

InChI key

JBKBIWGRUZQRBH-UHFFFAOYSA-L

assay

≥95%

form

powder

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

mp

>300 °C

Quality Level

100

Related Categories

Application

(iPrMPhos)PdCl2 is an unsymmetrical ferrocene-based Pd-catalyst. The MPhos series of ligands are unsymmetrical diphosphino-ferrocenes bearing a bulky adamantyl group. (iPrMPhos)PdCl2 can be used for a variety of cross-coupling transformations, including Suzuki coupling, C-P coupling, and Csp2-Csp3 coupling. Demonstrated Csp2-Csp3 couplings include Murahashi-Feringa Coupling (Alkyl-Li), Kumada-Corriu coupling (Alkyl-MgX), Negishi coupling (Alkyl-ZnX) and Suzuki–Miyaura coupling (Alkyl-B(OR2)).

Learn more about MPhos ligands and catalysts

Other Notes

Tunable Unsymmetrical Ferrocene Ligands Bearing a Bulky Di-1-adamantylphosphino Motif for Many Kinds of Csp2–Csp3 Couplings

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Articles

MPhos Ligands & Catalysts

YPhos ligands facilitate palladium-catalyzed coupling reactions of aryl chlorides under mild conditions with short reaction times.

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