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Merck
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Key Documents

936200

Sigma-Aldrich

AdQPhos Pd G4

동의어(들):

AdQPhos G4 Palladacycle, AdQPhos Palladacycle

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About This Item

실험식(Hill 표기법):
C74H74FeNO3PPdS
Molecular Weight:
1250.69
UNSPSC 코드:
12352142
NACRES:
NA.21

형태

powder

Quality Level

반응 적합성

reaction type: Cross Couplings

색상

red to purple

작용기

(palladium)
phosphine

SMILES string

CS(O[Pd](C1=C(C2=C3C=CC=C2)C=CC=C1)([P](C45C[C@H]6C[C@H](C[C@H](C6)C5)C4)(C78C[C@H]9C[C@H](C[C@H](C9)C8)C7)c%10cccc%10)[NH]3C)(=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]

일반 설명

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.

애플리케이션

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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