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Inne
The Heck synthesis of β‐arylated ketones catalyzed by palladium immobilized on functional polysiloxane microspheres.
Autorzy
Rok wydania
2020
Czasopismo
Applied Organometallic Chemistry
Numer woluminu
34
Strony
e5969/1-e5969/8
DOI
10.1002/aoc.5969
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
Palladium catalysts, obtained by the impregnation of Pd(OAc)2 on aminopropyl‐ or pyridine‐functionalized polysiloxane microspheres, were used in the Heck reaction of iodobenzene with 3‐buten‐2‐one and 3‐buten‐2‐ol at 120°C using an oil bath or microwave heating. The synthesis of 4‐phenyl‐3‐buten‐2‐one was one‐step arylation of ketone while 4‐phenyl‐2‐butanone was formed in two‐step arylation–isomerization sequential transformation of alcohol. A very low palladium loading, 0.05 mol%, was sufficient to obtain a yield of ketones higher than 90%. In recycling experiments, an effect of the functional group present in polysiloxane was observed and much better results were obtained for the aminopropyl‐modified polymer. The catalyst was easily retrieved and reused in eight consecutive runs in the reaction of 3‐buten‐2‐one, while with 3‐buten‐2‐ol 11 subsequent cycles were performed with practically the same yield.
Słowa kluczowe
Heck coupling, palladium, polysiloxane microspheres, tandem reaction, β-arylated ketones
Adres publiczny
http://dx.doi.org/10.1002/aoc.5969
Strona internetowa wydawcy
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