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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 71067Generated: October 26, 2026

Toluene → 4-(2-Triphenylenyl)dibenzothiophene

https://huagongshe.com/reaction/71067

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium CarbonateHCID 11430—
ReactantDibenzothiophene-4-boronic acidHCID 2734329—
Reactant2-BromotriphenyleneHCID 18381174—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Product4-(2-Triphenylenyl)dibenzothiopheneHCID 5948924786%

Reaction Steps

4.4 g (14.6 mmol) of 2-bromotriphenylene, 4.0 g (17.5 mmol) of 4-dibenzothiopheneboronic acid, 0.51 g (0.44 mmol) of tetrakistriphenylphosphinepalladium, and 4.0 g (43.4 mmol) of potassium carbonate were charged in a 250 mL round bottom flask with solvent 90 mL of toluene and 10 mL of water. The reaction mixture was purged with nitrogen for 30 min and then was heated up to reflux for overnight under nitrogen with stirring. The reaction mixture was cooled and the organic extracts were purified by column chromatography and recrystallization with toluene. 5.1 g (86%) of white solid was obtained as the product which was confirmed by proton NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822708B2
Source datasetuspto-grants-2014_09
ORD IDord-ae4e342c64744ecd83738d81da3d5a36
Source noteuspto-grants-2014_09