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707589

Sigma-Aldrich

(2-Dicyclohexylphosphino-2′,6′-diisopropyl-1,1′-biphenyl)[2-(2-aminoethyl)-phenyl)]-palladium(II)

95%

Synonym(e):

RuPhos-palladium(II)-phenylethylamin-chlorid

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About This Item

Empirische Formel (Hill-System):
C38H53ClNO2PPd · CH3OC4H9
CAS-Nummer:
2361069-97-6
Molekulargewicht:
816.83
MDL-Nummer:
MFCD12545955
UNSPSC-Code:
12161600
PubChem Substanz-ID:
329762732
NACRES:
NA.22

Assay

95%

Form

solid

Leistungsmerkmale

generation 1

Eignung der Reaktion

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 (Schmelzpunkt)

180-200 °C

Funktionelle Gruppe

phosphine

SMILES String

COC(C)(C)C.NCCc1ccccc1[Pd]Cl.CC(C)Oc2cccc(OC(C)C)c2-c3ccccc3P(C4CCCCC4)C5CCCCC5

InChI

1S/C30H43O2P.C8H10N.C5H12O.ClH.Pd/c1-22(2)31-27-19-13-20-28(32-23(3)4)30(27)26-18-11-12-21-29(26)33(24-14-7-5-8-15-24)25-16-9-6-10-17-25;9-7-6-8-4-2-1-3-5-8;1-5(2,3)6-4;;/h11-13,18-25H,5-10,14-17H2,1-4H3;1-4H,6-7,9H2;1-4H3;1H;/q;;;;+1/p-1

InChIKey

OMMPYFRVDWZBNR-UHFFFAOYSA-M

Anwendung

Application Guide for Palladium Catalyzed Cross-Coupling Reactions
Catalyst for Buchwald-Hartwig amination reaction.

Rechtliche Hinweise

Usage subject to US Patents 6307087 and 6395916.

Piktogramme

CorrosionExclamation mark
GHS05,GHS07

Signalwort

Danger

H-Sätze

H314,H335

Gefahreneinstufungen

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

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Analysenzertifikate (COA)

Lot/Batch Number
SHBD6094V
SHBB4745V
42096TM
63996DK

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Die Dokumentenbibliothek aufrufen

Jaclyn L Henderson et al.
Organic letters, 12(20), 4438-4441 (2010-09-24)
Simple and efficient procedures for the Pd-catalyzed cross-coupling of primary and secondary amines with halo-7-azaindoles(pyrrolo[2,3-b]pyridine) are presented. Previously, no general method was available to ensure the highly selective reaction of the heteroaryl halide in the presence of the unprotected azaindole
Mark R Biscoe et al.
Journal of the American Chemical Society, 130(21), 6686-6687 (2008-05-02)
A new class of one-component Pd precatalysts bearing biarylphosphine ligands is described. These precatalysts are air- and thermally stable, are easily activated under normal reaction conditions at or below room temperature, and ensure the formation of the highly active monoligated
David S Surry et al.
Chemical science, 2(1), 27-50 (2011-01-01)
Dialkylbiaryl phosphines are a valuable class of ligand for Pd-catalyzed amination reactions and have been applied in a range of contexts. This review attempts to aid the reader in the selection of the best choice of reaction conditions and ligand
Ruben Martin et al.
Accounts of chemical research, 41(11), 1461-1473 (2008-07-16)
The cores of many types of polymers, ligands, natural products, and pharmaceuticals contain biaryl or substituted aromatic structures, and efficient methods of synthesizing these structures are crucial to the work of a broad spectrum of organic chemists. Recently, Pd-catalyzed carbon-carbon
David S Surry et al.
Angewandte Chemie (International ed. in English), 47(34), 6338-6361 (2008-07-30)
Palladium-catalyzed amination reactions of aryl halides have undergone rapid development in the last 12 years, largely driven by the implementation of new classes of ligands. Biaryl phosphanes have proven to provide especially active catalysts in this context. This Review discusses

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