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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1486373Erstellt: 26. Oktober 2026

Water → 9-(4'-(8-(4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)dibenzo[b,d]furan-2-yl)-[1,1'-biphenyl]-4-yl)-9H-carbazole

https://huagongshe.com/reaction/1486373

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPotassium CarbonateHCID 11430—
Edukt1,4-DioxaneHCID 31275—
Edukt9-(4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-4-yl)-9H-carbazoleHCID 58299268—
Edukt2-(4-(8-bromodibenzo[b,d]furan-2-yl)phenyl)-1-phenyl-1H-benzo[d]imidazoleHCID 117607257—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
Produkt9-(4'-(8-(4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)dibenzo[b,d]furan-2-yl)-[1,1'-biphenyl]-4-yl)-9H-carbazoleHCID 117607249—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of Compound 10 (1.25 g, 2.43 mmol), 9-(4′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1′-biphenyl]-4-yl)-9H-carbazole (1.123 g, 2.52 mmol), tetrakis(triphenylphosphine) palladium(0) (0.14 g, 0.12 mmol), potassium carbonate (1.00 g, 7.27 mmol), 1,4-dioxane (25.00 mL), and water (5.00 mL) was degassed with bubbling argon for 45 minutes at 50° C. The reaction was then heated to 100° C. and stirred overnight (17 hours), maintaining an argon atmosphere. The precipitated product was filtered (filtrate saved for later purification), dried, and purified by column chromatography, on a silica gel column, with acetone in hexanes as the eluent. The product fractions were then dried to yield Host-4 (1.09 g). On the filtrate from the initial filtration, the material was extracted with ethyl acetate, dried, and purified by column chromatography, with the same eluent as the first column. The product fractions were then dried and combined with the collected product from the first column to yield a total of 1.40 g (76.2%) of Host-4. Confirmed by LCMS (APCI): calculated for C55H35N3O (M+H): 754. Found: 754.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09425408B2
Quelldatensatzuspto-grants-2016_08
ORD IDord-1cfd5512291648d4b3a3845631cf84f8
Quellennotizuspto-grants-2016_08