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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486374Generated: October 26, 2026

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

https://huagongshe.com/reaction/1486374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
Reactant9-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazoleHCID 11850073—
Reactant2-(4-(8-bromodibenzo[b,d]furan-2-yl)phenyl)-1-phenyl-1H-benzo[d]imidazoleHCID 117607257—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
Product9-(4-(8-(4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)dibenzo[b,d]furan-2-yl)phenyl)-9H-carbazoleHCID 117607245—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of Compound 10 (1.25 g, 2.43 mmol), Compound 11 (0.931 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, dried, purified by silica gel column chromatography with acetone in hexanes as the eluent, and recrystallized from acetone/hexanes. The recrystallized product was collected to yield Host-5 (1.34 g, 82%). Confirmed by LCMS (APCI): calculated for C49H31N3O (M+H): 678. Found: 678.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09425408B2
Source datasetuspto-grants-2016_08
ORD IDord-b14ad53090d84cad8c71994d7b836b98
Source noteuspto-grants-2016_08