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936197

AdQPhos Pd G3

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Synonym(s):

AdQPhos G3 Palladacycle, AdQPhos Palladacycle

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About This Item

Empirical Formula (Hill Notation):
C73H72FeNO3PPdS
Molecular Weight:
1236.66
UNSPSC Code:
12352142
NACRES:
NA.22
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Quality Segment

product line

Buchwald precatalyst Generation 3

assay

≥90%

form

powder

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings

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Catalysis
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functional group

(palladium), phosphine

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SMILES string

CS(O[Pd]1([P](C23C[C@H]4C[C@H](C[C@H](C4)C3)C2)(C56C[C@H]7C[C@H](C[C@H](C7)C6)C5)c8cccc8)[NH2]C(C=CC=C9)=C9C%10=C1C=CC=C%10)(=O)=O.c%11(C%12=CC=CC=C%12)c(C%13=CC=CC=C%13)c(C%14=CC=CC=C%14)c(C%15=CC=CC=C%15)c%11C%16=CC=CC=C%16.[Fe]

General description

The precatalysts derived from AdQPhos exhibit excellent activity towards palladium-catalyzed α-arylation reactions under milder conditions. The strength of these catalytic systems in enabling such reactions were demonstrated with the broad scope of nucleophiles, including nitroalkanes, nitriles, amides, esters, and ketones. Compared to other state-of-the-art catalysts, this system was far superior and served as the first versatile catalytic system to accommodate all these nucleophiles in this context.

Further, by merging with micellar catalysis, this catalytic system demonstrated the feasibility of enabling α-arylation reactions under mild aqueous conditions. This approach provides an environmentally benign alternative to toxic/hazardous solvents like 1,4-dioxane or NMP, bringing modern organic synthesis closer to being ideally sustainable.
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Application

In addition to facilitating α-arylations, these catalysts demonstrate compatibility with various challenging cross-coupling reactions, such as Suzuki-Miyaura, Buchwald-Hartwig aminations, and C-O and C-S cross-couplings.

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

936197-BULK: + 936197-1G: + 936197-VAR:

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