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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1516997Erstellt: 27. Oktober 2026

2-Bromodibenzothiophene → 9-(dibenzo[b,d]thiophen-2-yl)-9'-phenyl-9H,9'H-3,3'-bicarbazole

https://huagongshe.com/reaction/1516997

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-BromodibenzothiopheneHCID 299508—
EduktSodium t-butoxideHCID 23676156—
Edukt9-Phenyl-9H,9'H-[3,3']bicarbazolylHCID 59306629—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Katalysator2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
LösungsmittelO-XyleneHCID 7237—
Produkt9-(dibenzo[b,d]thiophen-2-yl)-9'-phenyl-9H,9'H-3,3'-bicarbazoleHCID 5847958858,1%

Reaktionsschritte

A mixture of 2-bromodibenzo[b,d]thiophene (3.22 g, 12.24 mmol), 9-phenyl-9H-9′H-3,3′-bicarbazole (2.5 g, 6.12 mmol), and sodium t-butoxide (1.764 g, 18.36 mmol) in 100 mL of xylene was bubbled with N2 for 20 min. Pd2(dba)3 (0.056 g, 0.061 mmol) and dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (0.100 g, 0.245 mmol) were then added, and mixture was then bubbled with nitrogen for another 20 min. The reaction mixture was refluxed under N2 for 24 h. The mixture was cooled and filtered through Celite. After solvent evaporation, the residue was coated on Celite and purified by column chromatography using up to 50% dichloromethane in hexane as solvent. 9-(dibenzo[b,d]thiophen-2-yl)-9′-phenyl-9H,9′H-3,3′-bicarbazole (2.1 g, 3.55 mmol, 58.1% yield) was obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08227801B2
Quelldatensatzuspto-grants-2012_07
ORD IDord-525eec47f4af44c2a6e48cc9f161a764
Quellennotizuspto-grants-2012_07