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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877288Generated: October 29, 2026

Potassium Phosphate, Tribasic → 9-(Phenyl)-10-(benz[a]anthracen-5-yl)-anthracene

https://huagongshe.com/reaction/877288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant9-Bromo-10-phenyl-anthraceneHCID 4155836—
ReactantBenz[a]anthracene-5-boronic acidHCID 59412514—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Solvent1,4-DioxaneHCID 31275—
Product9-(Phenyl)-10-(benz[a]anthracen-5-yl)-anthraceneHCID 58536110—

Reaction Steps

913 mg (3 mmol) of tri-o-tolylphosphine and then 112 mg (0.5 mmol) of palladium(II) acetate are added to a well-stirred suspension of 16.7 g (50 mmol) of 9-bromo-10-(phenyl)anthracene, 15.0 g (55 mmol) of benz-[a]anthracene-5-boronic acid, 25.5 g (120 mmol) of tripotassium phosphate in a mixture of 300 ml of toluene, 100 ml of dioxane and 400 ml of water, and the mixture is subsequently heated under reflux for 16 h. After the mixture has been cooled, the precipitated solid is filtered off with suction, washed three times with 50 ml of toluene, three times with 50 ml of ethanol:water (1:1, v:v) and three times with 100 ml of ethanol, recrystallised three times from DMF (about 7 ml/g) and subsequently sublimed twice (p=5×10−5 mbar, T=320° C.). Yield: 16.3 g (34 mmol), 67.8%, purity 99.9% (HPLC), Tg=150.0° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08986852B2
Source datasetuspto-grants-2015_03
ORD IDord-3291fcd3b72046f3a14682e4d68a54fb
Source noteuspto-grants-2015_03