Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 408067Erstellt: 24. Oktober 2026

Tris(1,1-dimethylethyl)phosphine → 11-(4-Carbazolylphenyl)indolo[2,3-a]carbazole

https://huagongshe.com/de/reaction/408067

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTris(1,1-dimethylethyl)phosphineHCID 83681—
EduktIndolo[2,3-a]carbazoleHCID 21882147—
EduktSodium t-butoxideHCID 23676156—
Edukt3-CarbazolylbromobenzeneHCID 66937316—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelWaterHCID 962—
LösungsmittelO-XyleneHCID 7237—
Produkt11-(4-Carbazolylphenyl)indolo[2,3-a]carbazoleHCID 6693759847%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

In a 100-ml three-necked flask that had been deaerated and filled with nitrogen was placed a solution of 0.21 g (0.94 millimole) of palladium(II) acetate, 0.76 g (3.8 millimoles) of tri-tert-butylphosphine was added, and the mixture was heated at 60° C. with stirring for 30 minutes. The resulting solution was transferred under nitrogen flow to a solution heated at 60° C. of 4.6 g (18.0 millimoles) of indolo[2,3-a]carbazole, 5.8 g (18.0 millimoles) of 3-carbazolylbromobenzene, and 7.7 g (80.0 millimoles) of sodium tert-butoxide in 180 ml of xylene. The solution was then heated to 130° C., and heated with stirring at this temperature for 5 hours. The solution was cooled to room temperature and 200 ml of water was added. The mixture was subjected to oil-water separation, and the organic layer was concentrated under reduced pressure to give a crude product. The crude product was purified by crystallization from dichloromethane and ethanol, the solvent was stripped off under reduced pressure, and 4.2 g (8.4 millimoles, 47% yield) of 11-(4-carbazolylphenyl)indolo[2,3-a]carbazole was obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08758904B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-a9948952bf76433eafe4ea80146ae1c3
Quellennotizuspto-grants-2014_06