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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1021179Generated: October 31, 2026

4,4'-Dibromobiphenyl → Bisbiphenyl-4-yl-(4'-broMo-biphenyl-4-yl)-aMine

https://huagongshe.com/reaction/1021179

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,4'-DibromobiphenylHCID 7110—
ReactantTriphenylphosphineHCID 11776—
ReactantBis-biphenyl-4-yl-amineHCID 504244—
ReactantSodium t-butoxideHCID 23676156—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductBisbiphenyl-4-yl-(4'-broMo-biphenyl-4-yl)-aMineHCID 58672377—

Reaction Steps

4,4′-Iminobis(biphenyl) (2.0 g, 6.23 mmol), and 4,4′-dibromobiphenyl (3.9 g, 12.6 mmol) were mixed in 150 mL of anhydrous toluene. To the solution was bubbled nitrogen while stirring for 15 min. Pd(OAc)2 (0.02 g, 0.089 mmol), triphenylphosphine (0.09 g, 0.34 mmol) and tBuONa (1.15 g, 11.9 mmol) were added in sequence. The mixture was heated to reflux overnight under nitrogen. After cooling, the reaction mixture was filtered through Celite pad and the solvent was then evaporated. The residue (3.1 g, 90%) was recrystallized by toluene and the crystal was further purified by boiling with 15 ml degassed toluene, 2.7 g (78%) of the desired compound was collected.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716484B1
Source datasetuspto-grants-2014_05
ORD IDord-23009e21ce1e4bcfa876bd5d526b11cb
Source noteuspto-grants-2014_05