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764175

Sigma-Aldrich

P(Cy3) Pd G3

97%

Synonym(s):

Palladium G3-Tricyclohexylphosphine, [(Tricyclohexylphosphine)-2-(2′-aminobiphenyl)]palladium(II) methanesulfonate

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About This Item

Empirical Formula (Hill Notation):
C31H46NO3PPdS
CAS Number:
1445086-12-3
Molecular Weight:
650.16
UNSPSC Code:
12352005
PubChem Substance ID:
329767103
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

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

219-224 °C (decomposition)

functional group

phosphine

SMILES string

CS(=O)(=O)O[Pd]c1ccccc1-c2ccccc2N.C3CCC(CC3)P(C4CCCCC4)C5CCCCC5

InChI

1S/C18H33P.C12H10N.CH4O3S.Pd/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h16-18H,1-15H2;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1

InChI key

HZVUEHVNPWCEIW-UHFFFAOYSA-M

General description

P(Cy3) Pd G3 is a 3rd generation phosphine functionalized palladium precatalyst used in organic synthesize, that is often 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)

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Catalyst-Controlled 1, 2-and 1, 1-Arylboration of ?-Alkyl Alkenyl Arenes
Bergmann AM, et al.
Angewandte Chemie (International Edition in English), 131(6), 1733-1737 (2019)
Synthesis of gem-Difluorinated 1, 3-Dienes via Synergistic Cu/Pd-Catalyzed Borodifluorovinylation of Alkynes
Xu WY, et al.
Organic Letters, 24(32), 5884-5889 (2022)

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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 Kit

Tools aid in kit setup for organic chemistry techniques, ensuring ease and success.

KitAlysis™ Suzuki-Miyaura Cross-Coupling Kit

Tools aid in kit setup for organic chemistry techniques, ensuring ease and success.

KitAlysis™ Suzuki-Miyaura Cross-Coupling Kit

Tools aid in kit setup for organic chemistry techniques, ensuring ease and success.

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