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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713592Generated: November 1, 2026

Potassium Carbonate → (5-Bromo-3'-(dibenzo[b,d]thiophen-4-yl)-[1,1'-biphenyl]-3-yl)triphenylsilane

https://huagongshe.com/reaction/713592

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 58926930HCID 58926930—
Reactant2-(3-(Dibenzo[b,d]thiophen-4-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 59575355—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product(5-Bromo-3'-(dibenzo[b,d]thiophen-4-yl)-[1,1'-biphenyl]-3-yl)triphenylsilaneHCID 8670095380.2%

Reaction Steps

A solution of 2-(3-(dibenzo[b,d]thiophen-4-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2.00 g, 5.18 mmol), (3,5-dibromophenyl)triphenylsilane (5.12 g, 10.35 mmol), Pd(PPh3)4 (0.120 g, 0.104 mmol), K2CO3 (2.147 g, 15.53 mmol) in toluene (100 mL) and water (20 mL) was refluxed under nitrogen overnight. 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 (2/1 v/v) as eluent to yield (5-bromo-3′-(dibenzo[b,d]thiophen-4-yl)-[1,1′-biphenyl]-3-yl)triphenylsilane (2.8 g, 80% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09184399B2
Source datasetuspto-grants-2015_11
ORD IDord-f5e803d40d754a029eb02fcc6dd6dc4f
Source noteuspto-grants-2015_11