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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1725155Generated: October 25, 2026

Toluene → 3,8-Bis(biphen-4-yl)fluoranthene

https://huagongshe.com/reaction/1725155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantFluorantheneHCID 9154—
ReactantBromineHCID 24408—
Reactant3,8-DibromofluorantheneHCID 80783—
SolventChloroformHCID 6212—
Product3,8-Bis(biphen-4-yl)fluorantheneHCID 5756210914%

Reaction Conditions

Temperature80 °C

Reaction Steps

1 g of 3,8-dibromofluoranthene, prepared by dibromination of fluoranthene in chloroform with elemental bromine, was dissolved under protective gas in 100 ml of dried toluene and degassed repeatedly. 19.4 g of potassium carbonate dissolved in 47 ml of ethanol/water (1:1 parts by volume) and 1 g of 4-biphenylboronic acid were added and degassed again. Subsequently, 0.32 g of tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4) was added under protective gas and the mixture was stirred at 80° C. for 16 hours. The reaction mixture was filtered and dried. Yield: 14% as a yellowish solid. λmax,em (toluene)=479 nm, quantum yield (toluene): 74%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488856B2
Source datasetuspto-grants-2009_02
ORD IDord-d0c8c191593c4ec19f462db2062298cd
Source noteuspto-grants-2009_02