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Merck
CN

938742

RuPhos Pd G6 Br

greener alternative

powder

Synonym(s):

(RuPhos)Pd(p-CF3C6H4)(Br), 2-Dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl Pd G6 Br

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About This Item

Empirical Formula (Hill Notation):
C37H47BrF3O2PPd
CAS Number:
2422128-43-4
Molecular Weight:
798.06
NACRES:
NA.21

Key Documents

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Product Name

RuPhos Pd G6 Br,

InChI

InChI=1S/C30H43O2P.C7H4F3.BrH.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;8-7(9,10)6-4-2-1-3-5-6;;/h11-13,18-25H,5-10,14-17H2,1-4H3;2-5H;1H;/q;;;+1/p-1

InChI key

IYBINOQILDORLG-UHFFFAOYSA-M

SMILES string

Br[Pd](C1=CC=C(C=C1)C(F)(F)F)P(C2=C(C3=C(C=CC=C3OC(C)C)OC(C)C)C=CC=C2)(C4CCCCC4)C5CCCCC5

Quality Level

100

product line

Buchwald precatalyst Generation 6

form

powder

reaction suitability

reaction type: Cross Couplings, reagent type: catalyst

greener alternative product characteristics

Catalysis
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color

very faintly yellow

functional group

phosphine

greener alternative category

Aligned

Related Categories

General description

RuPhos Pd G6 is a G6 Buchwald precatalyst. The G6 precatalysts are air-stable, palladium-based oxidative addition complexes (OACs) that offer an alternative to the previously developed classes of palladacycle precatalysts. Unlike previous generations, the bulkiest biarylphosphine ligand precatalysts are readily prepared. These precatalysts have been shown to be effective for many reactions, including C-N, C-O, and C-F cross couplings.
RuPhos Pd G6 has been synthesized via mechanochemistry in air.
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Features and Benefits

For feature and benefits, please visit the technical article on Buchwald G6 Precatalysts.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV9282

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Koji Kubota et al.
Chemical science, 10(22), 5837-5842 (2019-07-12)
Organic reactions that employ moisture- and/or oxygen-sensitive reagents or intermediates usually involve the use of glove-box or Schlenk-line techniques as well as dry and degassed solvents. Unfortunately, these requirements may greatly reduce the utility of the targeted organic molecules. Herein

Articles

Buchwald G6 Precatalysts: Oxidative Addition Complexes

Buchwald G6 precatalysts are oxidative addition complexes that are thermally, air, and moisture stable. The catalyst activation doesn’t require a base and generates innocuous byproducts.

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