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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385303Generated: October 26, 2026

Toluene → 4-(2-Triphenylenyl)dibenzothiophene

https://huagongshe.com/reaction/385303

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 numberUS08367850B2
Source datasetuspto-grants-2013_02
ORD IDord-35fc707845934b1e8ddf48bda767520c
Source noteuspto-grants-2013_02