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Merck

663131

Sigma-Aldrich

RuPhos

greener alternative

98%

Synonym(s):

2-Dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl

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About This Item

Empirical Formula (Hill Notation):
C30H43O2P
CAS Number:
Molecular Weight:
466.64
MDL number:
UNSPSC Code:
12352112
PubChem Substance ID:
NACRES:
NA.22

Pricing and availability is not currently available.

Assay

98%

form

solid

reaction suitability

reaction type: Cross Couplings
reagent type: ligand
reaction type: Arylations

reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction

reagent type: ligand
reaction type: Negishi Coupling

reagent type: ligand
reaction type: Sonogashira Coupling

reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

greener alternative product score

old score: 3
new score: 1
Find out more about DOZN™ Scoring

greener alternative product characteristics

Atom Economy
Design for Energy Efficiency
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

impurities

1-5% Bis(2′,6′-Diisopropoxybiphenyl)cyclohexylphosphine

mp

123-126 °C

functional group

phosphine

greener alternative category

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1 of 4

This Item
901907932205718742
RuPhos 98%

663131

RuPhos

RuPhos 95%

901907

RuPhos

BrettPhos 98%

718742

BrettPhos

assay

98%

assay

95%

assay

-

assay

98%

form

solid

form

powder or crystals

form

solid

form

solid

functional group

phosphine

functional group

phosphine

functional group

-

functional group

phosphine

mp

123-126 °C

mp

123-126 °C, 125 °C

mp

-

mp

187-195 °C

greener alternative product score

old score: 3
new score: 1
Find out more about DOZN™ Scoring

greener alternative product score

-

greener alternative product score

-

greener alternative product score

old score: 8
new score: 1
Find out more about DOZN™ Scoring

General description

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Atom Economy”, “Design for Energy Efficiency” and “Use of Renewable Feedstock”. Click here to view its DOZN scorecard.

Application

Bulky phosphine ligand used in a palladium-catalyzed cross-coupling of aminoethyltrifluoroborates with electron-poor aryl bromides.[1]

For small scale and high throughput uses, product is also available as ChemBeads (932205)

Legal Information

Usage subject to Patents: EP 1097158; JP 5758844; CA 2336691

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Gary A Molander et al.
Organic letters, 9(2), 203-206 (2007-01-16)
A set of phenethylamines has been successfully prepared via Suzuki-Miyaura cross-coupling of diverse potassium beta-aminoethyltrifluoroborates with aryl halides. The potassium beta-aminoethyltrifluoroborates were easily prepared via hydroboration of enamine and enamide precursors. [reaction: see text].
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
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.
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

Articles

The Hazari group has developed an improved palladium precatalyst scaffold for a wide range of cross-coupling reactions

The Hazari group has developed an improved palladium precatalyst scaffold for a wide range of cross-coupling reactions

The Hazari group has developed an improved palladium precatalyst scaffold for a wide range of cross-coupling reactions

The Hazari group has developed an improved palladium precatalyst scaffold for a wide range of cross-coupling reactions

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