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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1172783Generated: November 1, 2026

Sodium Carbonate → 2,6-Bis(1,2-diphenyl-1h-benzimidazol-5-yl)-9,10-di(2-naphthyl)anthracene

https://huagongshe.com/reaction/1172783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2,6-Dibromo-9,10-di(naphthalen-2-yl)anthraceneHCID 22497802—
Reactant(1,2-diphenyl-1H-benzimidazol-5-yl)Boronic acidHCID 23160233—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product2,6-Bis(1,2-diphenyl-1h-benzimidazol-5-yl)-9,10-di(2-naphthyl)anthraceneHCID 2316022273%

Reaction Steps

2.0 g (3.4 mmol) of 2,6-dibromo-9,10-di(2-naphthyl)anthracene, 2.4 g (7.5 mmol) of 1,2-diphenyl-1H-benzimidazole-5-boronic acid, and 0.16 g (0.14 mmol) of tetrakis(triphenylphosphine)palladium were dissolved into 30 mL of 1,2-dimethoxyethane. Then, 15 mL of a 2 M aqueous solution of sodium carbonate were added, and the whole was refluxed under heating for 8 hours in an argon atmosphere. The resultant was stood to cool. After the completion of the reaction, the resultant was filtered, and the resultant solid was washed with water, methanol, and toluene to obtain 2.4 g of a greenish white crystal (73% yield). Mass spectral analysis confirmed that the crystal was a target product. The crystal had an m/e of 966 with respect to a molecular weight of 966.37.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07833632B2
Source datasetuspto-grants-2010_11
ORD IDord-3280304f7a004b54a8c3124381f014b7
Source noteuspto-grants-2010_11