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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713591Generated: November 1, 2026

Potassium Carbonate → 9-(3'-Bromo-5'-(triphenylsilyl)-[1,1'-biphenyl]-3-yl)-9H-carbazole

https://huagongshe.com/reaction/713591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant9-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazoleHCID 58690899—
ReactantHCID 58926930HCID 58926930—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product9-(3'-Bromo-5'-(triphenylsilyl)-[1,1'-biphenyl]-3-yl)-9H-carbazoleHCID 8670095279%

Reaction Steps

A solution of (3,5-dibromophenyl)triphenylsilane (4.02 g, 8.12 mmol), 9-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole (1.500 g, 4.06 mmol), Pd(PPh3)4 (100 mg, 0.086 mmol), K2CO3 (1.123 g, 8.12 mmol) in toluene (100 mL) and water (20 mL) was refluxed under nitrogen for 24 h. After cooling to room temperature, the organic phase was isolated and the solvent was evaporated. The residue was purified by column chromatography on silica gel with hexane/DCM (9/1 to 4/1, v/v) as eluent and recrystallized from hexane/DCM (9/1, v/v) to yield 9-(3′-Bromo-5′-(triphenylsilyl)-[1,1′-biphenyl]-3-yl)-9H-carbazole (2.1 g, 79%) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09184399B2
Source datasetuspto-grants-2015_11
ORD IDord-0434bdea024c477a82d5ad9c5ebcfc8d
Source noteuspto-grants-2015_11