707589

Sigma-Aldrich

RuPhos Pd G1 Methyl -Butyl Ether Adduct

95%

Synonym(s):
(RuPhos) palladium(II) phenethylamine chloride (1:1 MTBE solvate), Chloro-(2-Dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) - methyl-t-butyl ether adduct, RuPhos Palladacycle, RuPhos precatalyst
Empirical Formula (Hill Notation):
C38H53ClNO2PPd · CH3OC4H9
CAS Number:
Molecular Weight:
816.83
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

feature

generation 1

reaction suitability

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

180-200 °C

functional group

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

InChI key

OMMPYFRVDWZBNR-UHFFFAOYSA-M

Application

Catalyst for Buchwald-Hartwig amination reaction.

Packaging

1 g in glass bottle
250 mg in glass bottle

Legal Information

Usage subject to US Patents 6307087 and 6395916.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

hazcat

Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

storage_class_code

8A - Combustible, corrosive hazardous materials

WGK Germany

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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...
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...
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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