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923478

Sigma-Aldrich

CyMPhos

Synonym(s):

1-Diadamantylphosphino-1′-dicyclohexylphosphinoferrocene

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About This Item

Empirical Formula (Hill Notation):
C42H60FeP2
Molecular Weight:
682.72
NACRES:
NA.21

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings
reagent type: ligand

Quality Level

100

functional group

phosphine

SMILES string

c1(P(C2CCCCC2)C3CCCCC3)cccc1.c4(P([C@@]56C[C@@H](C[C@H]7C6)C[C@@H](C7)C5)[C@@]89C[C@@H](C[C@H]%10C9)C[C@@H](C%10)C8)cccc4.[Fe]

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Application

CyMPhos is an unsymmetrical ferrocene-based phosphine ligand. The MPhos series of ligands are unsymmetrical diphosphino-ferrocenes bearing a bulky adamantyl group. Pd catalysts containing CyMPhos 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

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Description
Pricing

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Tunable Unsymmetrical Ferrocene Ligands Bearing a Bulky Di-1-adamantylphosphino Motif for Many Kinds of Csp2?Csp3 Couplings
Guolin Xu, Peng Gao, and Thomas J. Colacot
ACS Catalysis, 12, 5123?5135-5123?5135 (2022)

Articles

MPhos Ligands & Catalysts – Introduction, Advantages, and Applications

Electron-rich ylide-substituted phosphine ligands allow for palladium catalyzed coupling reactions at mild reaction conditions. These YPhos ligands enable the conversion of aryl chlorides with short reaction times.

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